CS268597B1 - A method for analyzing lonogenic substances for the production of 5-amino-4-chloro-2-phenylpyridezin-3-one - Google Patents
A method for analyzing lonogenic substances for the production of 5-amino-4-chloro-2-phenylpyridezin-3-one Download PDFInfo
- Publication number
- CS268597B1 CS268597B1 CS881961A CS196188A CS268597B1 CS 268597 B1 CS268597 B1 CS 268597B1 CS 881961 A CS881961 A CS 881961A CS 196188 A CS196188 A CS 196188A CS 268597 B1 CS268597 B1 CS 268597B1
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- analyzed
- analysis
- substances
- chloro
- amino
- Prior art date
Links
Landscapes
- Investigating Or Analyzing Non-Biological Materials By The Use Of Chemical Means (AREA)
Abstract
Rleienle sa týká sposobu analýzy lonogénnych látok zo skupiny zshrňujúcej nukochlórnsn, hydroxyfenyloctsn, hydroxybenzotn, benzosn, fenolsulfonan, fenoldlsulfonan, naftosulfonan, síran, amoniak, sodík a fenylhydrazln prl výrobě herbicidu 5-am1no-4-ehlór-2-fenylpyr1daz1n-3- -ónu. Separácia lonogénnych látok z připraveného zásobného roztoku vzorky.sa uskutečni v 1zotaehoforet1ckej koloně s 1ch obsah v analyzovanej vzorke sa vypočítá z nameranej dtžky zóny analyzovanej látky a Jej analyzovaným^hmotnostným množstvem, ktoré sa urči metodou prlamej kallbráele. Rleienle je možná využit v chemlckom priemysle.The invention relates to a method for the analysis of ionic substances from the group comprising chloroquine, hydroxyphenylacetate, hydroxybenzoate, benzoate, phenolsulfonate, phenoldisulfonate, naphthosulfonate, sulfate, ammonia, sodium and phenylhydrazine in the production of the herbicide 5-amino-4-chloro-2-phenylpyridazin-3-one. The separation of ionic substances from the prepared stock solution of the sample is carried out in an isotaephophoretic column with 1h content in the analyzed sample is calculated from the measured weight of the zone of the analyzed substance and its analyzed mass quantity, which is determined by the direct calibration method. The invention can be used in the chemical industry.
Description
CS 268 597 B1 1EN 268 597 B1 1
Vynález sa týká spoaobu analýzy lonogénnych látok při výrobě 5-am i no-4-chlór-2-fe-nylp y r1da z 1n-i- onu. 5-am1no-4-chlor-2-feny1pyr1daz 1n-3-on, známy pod všeobecným názvom chlorldazon sapoužívá ako účinná látka herblcldnych prlpravkov na nlčenle burtn v po(nohospodárskychplodinách, na j má cukrovej a krmnej repe. Vyrába sa kondenzáclou fenylhydrazlnu s kyseli-nou raukochlořovou a aralnáclou získaného 4,5-d1chlór-2-fenyIpyridaz 1n-5-ónu amoniakomv přítomnosti soli 4-hydroxybenzooveJ, feno 1-4-sulfonovej, benzoovej alebo 1-naftol-5--sulfónovej kyseliny alebo 1ch Izomérov ako katalyzátora. Ako lonogénne látky tu tedavystupujú najmi: mukochlornán, hydroxyfeny1octan, hydroxybenzoan, fenolsulfonan, fenoldi-sulfonan, benzoan, naftol sul fonan, síran, amoniak, sodík, fenylhydraz 1n. Ich analýzav surovinách, medz1produktoch a konečných produktoch je nevyhnutnou súčastou kontrolytechnologického procesu výroby a kvality chlorldazonu a herblcldnych prlpravkov na jehobáze.BACKGROUND OF THE INVENTION The present invention relates to a process for the analysis of ionic compounds in the preparation of 5-amino-4-chloro-2-phenylpyrid-1-one. 5-amino-4-chloro-2-phenylpyridazin-3-one, known under the generic name of chloridazone, is used as the active ingredient of the bleaching compositions in the agricultural crops having sugar and fodder beet. It is produced by the condensation of phenylhydrazine with acid 4,5-dichloro-2-phenylpyridazin-5-one ammonium in the presence of a salt of 4-hydroxybenzoic acid, phenoxy-4-sulfonic acid, benzoic acid or 1-naphthol-5-sulfonic acid or 1ch isomers as catalyst As lonogenic substances, mochloro-chlorine, hydroxyphenylacetate, hydroxybenzoate, phenol sulfonate, phenol sulfonate, benzoate, naphthol sulfonate, sulfate, ammonia, sodium, phenylhydrazine 1n are the most important components of the control of the manufacturing process and their analysis of raw materials, intermediates and end products. the quality of chlorldazone and herbal preparations on the base.
Na stanovenie kyseliny mukochlorovej, hydroxyfenyloctovej, hydroxybenzoovej, fenol-sulfónovej, benzoovej a naftolsulfónovej v leh technických produktorch sa najčastejšiepoužlvajú odmerné acido-báz 1cké alebo spektrofot ometr1cké metody. Ich veCkou nevýhodou jeneselekt1 vnost, pre ktorú 1ch nie je možné použit na analýzu mnohozložkových zmesl.For the determination of mucochloric acid, hydroxyphenylacetic acid, hydroxybenzoic acid, phenol-sulfonic acid, benzoic acid and naphthol sulfonic acid in light technical products, volumetric acid-base or spectrophotometric methods are most commonly used. Their major disadvantage is the selectivity for which it is not possible to use multi-component mixtures for analysis.
Na stanovenie fenylhydra z 1 nu sa používá najmi jodometrická metoda, ktorá však tležnepo kytuje přesné výsledky v přítomnosti iných redukujúcich zložiek v analyzované) sústa-ve . Sírany sa najčastejšie stanovujú gravimetricky, sodík plamenovou fotometrlou aleboatomovou absorpčnou spektrofotometr1ou, amonlový ion acido-báz 1ckou titráciou po vydesti-lovaní amoniaku zo vzorky. Z dostupnej literatury n1e sú známe žiadne analytické metody na stanovenie raukochlór-nanu a katalyzátorov amlnácie 4,5-d1chlor-2-fenyIpyridaz 1n-3-ónu na chlorldazon v reakčnomprostředí, aedziproduktoch, alebo technlckom chloridazone. Z uvedeného vyplývá, že viaceré z lonogénnych látok pri výrobě chlorldazonu je sicemožné stanovit známými analytickými postupmi, avšak ich značná chemická odlišnost si vyža-duje použit viacero rozličných metod, čo prakticky veCmi stažuje operativnu analytičkukontrolu technologického procesu alebo ju vóbec znemožňuje vzhíadom na skutočnost, že niesú vobec známe analytické metody niektorých látok vo vzorkách z výroby chlorldazonu.For the determination of phenylhydra from 1 nu, the iodometric method is used, which, however, gives accurate results in the presence of other reducing components in the analyzed system. The sulphates are most often determined gravimetrically, sodium by flame photometric or atomic absorption spectrophotometer, ammonium ion acid-base by titration after ammonia distillation from the sample. From the available literature, no analytical methods are known for the determination of rucochloranate and the catalysts for the chloroazazon-2-phenylpyridazin-3-one to chloridazone in the reaction medium, the intermediates, or the chloridazone. It follows that several of the ionogenic substances in the production of chloridazone can be determined by known analytical procedures, but their considerable chemical differences require the use of a number of different methods, which in practice makes the operative analyst very difficult to control the technological process because of the fact that there are no known analytical methods for some substances in chlorldazone production.
Teraz sa zistilo, že analýzu linogénnych látok při výrobě 5-amino-4-chlór-2-fenyl-pyr1daz 1n-3-ónu zo skupiny zahrňujúcej mukochlórnan, hydroxyfenyloctan, hydroxybenzoen,fenolsulfonan, naftosulfonan, síran, amoniak, sodík a fenyIhydraz1n je možné uskutočnitspásobora pod(a vynálezu. Jeho podstata spočívá v tom, že separácia analyzovaných lono-génnych látok v připravenou zásobnom roztoku vzorky sa uskutočnl v izotachoforetickejkoloně a Ich obsah v analyzovanej vzorke sa vypočítá na základe pr1 amoúmernej závislostimedzi dCžkou zóny látky a jej analyzovaným hmotnostným množstvoro, ktorá sa urči metodouprlamej kalibrácie.It has now been found that analysis of linogenic substances in the production of 5-amino-4-chloro-2-phenylpyridazin-3-one from the group consisting of mucochlorate, hydroxyphenylacan, hydroxybenzoene, phenolsulfonan, naphthosulfonate, sulfate, ammonia, sodium and phenylhydrazine is possible The invention is based on the principle that the separation of the analyzed mono-substances in the prepared sample stock solution is carried out in an isotachophoretic column and their content in the sample to be analyzed is calculated on the basis of the proportional-dependence of the cross-section of the substance and its analyzed mass. which is determined by the flame calibration method.
Analýzu lonogénnych látok při výrobě chlorldazonu sposobom podía vynálezu je možnéuskutočnit počas 10 až 20 minut s použitím kapilárnej kolony /dížka 15 cm, vnútorný prie-mer 0,8 alebo 0,3 mra/, pričom vhodnou voCbou intenzity elektrického prúdu je možné tentočas ešte skrátit. Koncentračný -rozsah dostatoč ne presného stanovenie uvedených lonogénnychlátok Je od 0,001 do 100 X hmotnostných. Hedza dókazu je vetmi nízká. Na úplnú kvantita-tlvnu alebo kvalltatlvnu analýzu stačí injektovat do Izotachoforetickej kolony látkovémnožstvo od 10~® do 10~^θ molu analyzovanej lonogénnej látky v 1 mm"5 roztoku.The analysis of lonogenic substances in the production of chloridazone according to the invention can be carried out for 10 to 20 minutes using a capillary column (length 15 cm, inner diameter 0.8 or 0.3 m 2), whereby it is possible to shorten this time even further. . The concentration range sufficient to accurately determine the ionogenic species is from 0.001 to 100% by weight. Hedza of the proof is low. For complete quantitative or quaternary analysis, it is sufficient to inject from 10 ~ to 10 ~ mole of the analyzed lonogenic substance in a 1 mm ~ 5 solution into the Isotachophoretic column.
Vysoká selektivita, rýchlost, přesnost a spofahlivost sposobu analýzy lonogénnychlátok při výrobě chlorldazonu podCa vynálezu a na j má to, že umožňuje technicky nenáročnúsúčasnú kvantitat1vnu 1 kvalltatlvnu analýzu všetkýeh lonogénnych látok přítomných vo vzor-ke, bez 1eh chemickej der1vátizác1e, poskytuje široké možnosti jeho uplatnenla najmS prikoraplexnej medz1 ope rač nej analytické] kontrole technologického procesu výroby chlorldazonu, 2 CS 268 597 B1 kde (lotfrm známe sposoby mul! Iba obmedzené pouHtlí alebo na nlektoré LAtky vobjc ne- λ bolí známe sposoby analytické} kontroly.The high selectivity, speed, accuracy and reliability of the method of analysis of the ionogenic agents in the production of chloridazone according to the invention, and the fact that it allows for a technically inexpensive quantitative analysis of all the ionogenic substances present in the sample, without the chemical derivatisation, provides a wide range of applications. where the lotfrm is known to be mullable, only analytical control methods are known to be obstructed.
Nasledujúce příklady llustrujů, ale neobmedzujú predmet vynálezu. Přiklad 1The following illustrative examples do not limit the invention. Example 1
Stanovenle mukochlomenu a 4-fenolsulfonanu vo filtráte z přípravy 5-amino-4-chlór- 2-fenylpyr1daz1n-3-ónu.Determined by muclomel and 4-phenol sulfonate in the filtrate from the preparation of 5-amino-4-chloro-2-phenylpyridazin-3-one.
Do odmernej banky na 100 cm3 sa presne navážilo 2,0 až 2,5 g vzorky a po značkusa přidala voda. Z takto připraveného roztoku se na analýzu použilo 2 mm3. Izotachofo-retická analýza sa uskutočnlla za týchto podmienok: - ako vodlad elektrolyt sa použil roztok kyseliny chlórovod1kovej o koncentrácli 0,01mól. dm-3, neut ra l i zovaný na pH 4,0 beta-a lan1 non, - ako ukončujúci elektrolyt sa použil roztok kyseliny kapronovej o koncentrácli 0,01mol* dm - separácia sa uakutoČnila v dvojkolónovom systéme při intenzitě elektrického prúdu200 /UA, dCžke kolony 15 cm a jej vnútornom prleraere 0,8 mra a prl 50 ^uA, dtžke kolo-ny 17 cm a jej vnútornom prleraere 0,3 mra, - na detekciu sa použil konduktometrický detektor s diferenc1álnym záznamom.2.0 to 2.5 g of the sample was accurately weighed into a 100 cm 3 volumetric flask and water was added to the label. From the solution thus prepared, 2 mm 3 was used for analysis. Isotachophoretic analysis was carried out under the following conditions: a 0.01 mol / L hydrochloric acid solution was used as the electrolyte solution. dm-3, neutralized to pH 4.0 beta-a lan1 non, - a caproic acid solution of 0.01mol * dm concentration was used as the terminating electrolyte - separation was effected in a two-column system at an electrical current of 200 / UA, dCzke a 15 cm column and an inner diameter of 0.8 m and a 50 µA column, a 17 cm column length and an internal diameter of 0.3 m, a differential recording conductivity detector was used for detection.
Analýza sa vyhodnotila metodou kalibračnej křivky, zostrojenej ako závislost dlžkyzóny analyzovanej látky od jej analyzovaného hmotnostného množstva alebo pomocou ka-Ubračnej rovnice, zlskanej regresnou analýzou.The analysis was evaluated by a calibration curve method constructed as a dependence of the length of the analyte analyze from its analyzed mass or by means of a calibration equation obtained by regression analysis.
Rovnakým postupom a za uvedených podralenok Izotachoforetickej analýzy sa dajú stano-vit aj óalšie látky používané vo funkclt katalyzáto rov tlakovej aninácle pr1 přípravě5-am1no-4-chlór-2-fenylpyr1daz1n-3-onu. Přiklad 2In the same manner and under the above-mentioned isotachophoretic analysis, other substances used in the catalyst function can also be determined by the preparation of 5-amino-4-chloro-2-phenylpyridazin-3-one. Example 2
Stanovenle mukochlornanu v reakčnej zraesl z přípravy 4,5-d1chlór-2-fenyIpyridaz 1n--3-onu.Determination of the mucochlorite in the reaction precipitate from the preparation of 4,5-dichloro-2-phenylpyridazin-3-one.
Do odmernej banky na 100 cm3 sa navážilo tolko vzorky, aby návažpk vzorky obsaho-val 0,1 až 0,2 g analyzovanej látky a jej obsah sa doplnil po značku vodou. Na analýzusa použilo 2 mm3 takto připraveného roztoku. Izotachoforetieká analýza sa uskutočnllaza týchto podralenok: - ako vodlad elektrolyt sa použil roztok kyseliny chlorovod1 kovej o koncentrácli 0,01mól. dra-3, neutralizovaný na pH 6,0 histidlnora, - ako ukončujúcl elektrolyt sa použil roztok kyseliny kaprylovej o koncentrácli0,01 mól. dra3, - i z otachofo retieká separácia sa uskutočnlla prl hodnotě elektrického prúdu 250 ^uAv kolóne s dCžkou a vnútorným prieraerom 0,8 mm.To the 100 cm 3 volumetric flask was weighed enough sample to contain 0.1 to 0.2 g of the analyte and the contents were made up to volume with water. 2 mm 3 of the solution thus prepared were used for the analysis. The isotachophoretic analysis was carried out using the following subdivisions: a 0.01 mol / L hydrochloric acid solution was used as the electrolyte solution. dra-3, neutralized to pH 6.0 histidine, a capillary acid solution having a concentration of 0.01 moles was used as the electrolyte terminator. In addition, the electrical separation was carried out at an electric current value of 250 µA in a column with an inner diameter of 0.8 mm.
Analýza sa vyhodnotila metodou priamej kalibrécie ako v přiklade 1. Přiklad 3The analysis was evaluated by the direct calibration method as in Example 1. Example 3
Stanovenle fenylhydraz 1 nu v technickom produkte.Phenylhydrazine 1 n was determined in the technical product.
Do odmernej banky na 250 cm3 sa odraeralo 5 cm3 /0,5 mól. dm-3/ roztoku kyselinychlorovodíkové}, přidalo sa 0,2 až 0,4 g presne naváženého fenylhydraz 1 nu a voda po znač-ku. Z takto připraveného roztoku sa na 1zotachoforet1ckú analýzu použilo 2 mm3. Izotacho-foretická analýza sa uskutočnlla za týchto podralenok: CS 268 597 01 3 - ako vodlad elektrolyt sa použil roztok hydroxidu draselného o koncentrácH 0,01 mól. dm3,neutralizovaný kyselinou oltAtovou na pil 5,0, - ako ukončujúcl elektrolyt sa použil roztok hydroxidu tetrebutylamonneho neutralizovanýna pil 4,3, - 1zotachoforet1cká separáda sa uskutečnila pr1 hodnot· elektrického prúdu 45 ^uAv koloně s dtžkou 17 cm a vnútorným priemeron 0,3 mm.5 cm 3 / 0.5 mole was reflected in a 250 cm 3 volumetric flask. dm-3 / hydrochloric acid solution, 0.2 to 0.4 g of accurately weighed phenylhydrazine and water were added to the mark. From the solution thus prepared, 2 mm < 3 > The isotachoethetic analysis was carried out in the following subclasses: CS 268 597 01 3 - a solution of potassium hydroxide at a concentration of 0.01 mol was used as the electrolyte solution. dm 3, neutralized with oltacetic acid to pH 5.0, - as the electrolyte terminator, tetrebutylammonium hydroxide solution was used to neutralize the pH 4.3, - 1 zotachophoretic separation was carried out at a current value of 45 µA in a column with a length of 17 cm and an internal diameter of 0.3 mm.
Analýza sa vyhodnotila pomocou kallbračnej závislosti medzl dCžkou zóny fenylhydraz 1-nu na 1 zotachoforegrane a analyzovaným hmotnostným množstvo™ fenylhydra z 1 nu.The analysis was evaluated by calibration of the phenylhydrazone-1-zone to 1 zotachophoresis zone and the analyzed amount of phenylhydra from 1 µm.
Rovnakýai postupom a za uvedených podmlenok 1 zotachoforetickej analýzy sa di stanovitaj feny l hydraz 1n v reakínej zncsi z přípravy 4,5-d1chlor-2-ženy1pyr1uaz1n-ϊ-onu,pričom nivažok vzorky sa upraví pod(a koncentrácie fenylhydra z 1 nu vo vzorke s ohCadomna rozsah kallbračnej závislosti 1zotachofo ret 1ckej analýzy. Přiklad 4In the same manner and in accordance with the above mentioned conditions 1 of the zotachophoretic analysis, the phenyl hydrazine is determined in the reaction mixture from the preparation of 4,5-dichloro-2-chloropyridone-1-one, the sample weight being adjusted below (and the concentrations of phenylhydra from 1 n in the sample) EXAMPLE 4 EXAMPLE 4
Stanoveni· feno 1-4-sulfonanu, fenol-2-sulfonanu, fenol-2z4-d1sulfonanu a síranuv technlckej kyselině 1enol-4-sulfónovej alebo v jej sodnej soli.Determination of 1-4-sulphonate, phenol-2-sulphonate, phenol-2-sulphonate and sulphate in 1-ene-4-sulphonic acid or its sodium salt.
Do odmernej banky na 100 cm3 sa presne navážilo 0,2 až 0,3 g vzorky a po značkusa přidala voda. Z takto připraveného roztoku sa na 1 zotachofore11ckú analýzu použilo2 Izotachofo ret 1cká analýza a jej vyhodnotenie sa uskutočnllo ako v přiklade 1. Přiklad 50.2 to 0.3 g of sample was accurately weighed into a 100 cm 3 volumetric flask and water was added to the flask. From the solution thus prepared, 2 isotachophosphorus analysis was used for 1 zotachoretic analysis and its evaluation was performed as in Example 1. Example 5
Stanovenle amónlového lonu a sodlka v odpadovej vodě z výroby chloridazonu.Determination of ammonium ion and sodium in waste water from chloridazone production.
Do odmernej banky na 100 ci? sa presne navážilo 0,5 až 2,5 g vzorky a po značkusa přidala voda. Z takto připraveného roztoku sa d1 izotachofo ret 1ckej kolony Injektovalo1 až 10 mm3 v závislosti od koncentrácle amónlového 1onu alebo sodlka v analyzovanej vzor-ke a od separačnej kapacity 1 zotachofore11 ckého kolonového systému. Izotachofo retickáanalýza sa uskutočnlla za týchto podmlenok: - ako vodlacl elektrolyt sa použil roztok hydroxidu draselného o koncentrác11 0,01 mól. dmneutralizovaný glyclnom na pH 10,0, - ako ukončujúcl elektrolyt sa použil roztok morfolinu o koncentrádl 0,01 mól. dm-3. Ďalšle podmlenky 1zotachoforet1ckej analýzy a jej vyhodnotenie bolí rovnaké ako v pr1-k lade 1.To a 100-liter volumetric bank? 0.5 to 2.5 g of sample was accurately weighed and water was added to the sample. From the solution thus prepared, the d1 isotachophosphate column was injected with 1 to 10 mm 3 depending on the concentration of ammonium 1 or sodium in the sample analyzed and the separation capacity 1 of the silica column system. The isotachophoretic analysis was carried out under the following conditions: a 0.01 mole potassium hydroxide solution was used as the electrolyte solution. dmneutralized with glycine to pH 10.0, a morpholine solution of 0.01 mol concentration was used as the electrolyte terminator. dm-3. Further, the conditions of the analysis and its evaluation hurt the same as in pr1-lade 1.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS881961A CS268597B1 (en) | 1988-03-25 | 1988-03-25 | A method for analyzing lonogenic substances for the production of 5-amino-4-chloro-2-phenylpyridezin-3-one |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS881961A CS268597B1 (en) | 1988-03-25 | 1988-03-25 | A method for analyzing lonogenic substances for the production of 5-amino-4-chloro-2-phenylpyridezin-3-one |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CS196188A1 CS196188A1 (en) | 1989-08-14 |
| CS268597B1 true CS268597B1 (en) | 1990-03-14 |
Family
ID=5355324
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS881961A CS268597B1 (en) | 1988-03-25 | 1988-03-25 | A method for analyzing lonogenic substances for the production of 5-amino-4-chloro-2-phenylpyridezin-3-one |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS268597B1 (en) |
-
1988
- 1988-03-25 CS CS881961A patent/CS268597B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CS196188A1 (en) | 1989-08-14 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Schosinsky et al. | Simple spectrophotometric determination of urinary albumin by dye-binding with use of bromphenol blue. | |
| Zinellu et al. | N‐methyl‐D‐glucamine improves the laser‐induced fluorescence capillary electrophoresis performance in the total plasma thiols measurement | |
| Jones | Normal values for some biochemical constituents in rabbits | |
| JPH0644000B2 (en) | Method for analyzing calcium and reagent for analysis thereof | |
| EP0097472B1 (en) | Method of determining calcium in a fluid sample | |
| Kawase et al. | Continuous solvent-extraction method for the spectrophotometric determination of cationic surfactants | |
| EP0707210B1 (en) | Agent and method for determination of ammonium ions | |
| KR101434606B1 (en) | Strip paper for analysis of creatinine | |
| CN112924588A (en) | Detection method for simultaneous determination of chloramphenicols and pentachlorophenol in livestock and poultry products | |
| CS268597B1 (en) | A method for analyzing lonogenic substances for the production of 5-amino-4-chloro-2-phenylpyridezin-3-one | |
| Toren et al. | Determination of Carbonyl Compound by Extraction of Its 2, 4-Dinitrophenylhydrazone | |
| Sowjanya et al. | Spectrophotometric determination of Pregabalin using 1, 2-Napthaquinone-4-sulfonic acid Sodium and 2, 4 dinitrophenyl hydrazine in pharmaceutical dosage form | |
| Eslami et al. | Separation of orthophthalaldehyde/ethanethiol derivatives of taurine and closely eluting amino acids by high performance liquid chromatography | |
| Beeuwkes III et al. | Urea measurement by X-ray microanalysis in 50 picoliter specimens | |
| Venkatesan et al. | Spectrophotometric determination of pure amitriptyline hydrochloride through ligand exchange on mercuric ion | |
| CN112129949A (en) | Retinol binding protein detection kit, preparation method and use method thereof | |
| Walberg | An ultraviolet spectrophotometric procedure for differentiation and quantitation of barbiturates | |
| Salvati et al. | Hemoglobinometry: A comparison between the hemiglobincyanide method and the Coulter S counter | |
| US4056357A (en) | Direct bilirubin assay | |
| SU1642379A1 (en) | Method of qualitative determination of mercasolyl | |
| SU1029056A1 (en) | Method of determination of asparal in water solutions | |
| Affonso et al. | Bromocresol purple dye-binding method for the estimation of serum albumin adapted to the SMA 12/60 | |
| SU1252713A1 (en) | Method of quantitative determining of pentamine | |
| SU1742712A1 (en) | Method of quantitative determination of nitrobenzoic acid | |
| SU1427261A1 (en) | Method of analyzing 2,4-(di-tret-amylphenoxy)-acetate |