DE229067C - - Google Patents
Info
- Publication number
- DE229067C DE229067C DENDAT229067D DE229067DA DE229067C DE 229067 C DE229067 C DE 229067C DE NDAT229067 D DENDAT229067 D DE NDAT229067D DE 229067D A DE229067D A DE 229067DA DE 229067 C DE229067 C DE 229067C
- Authority
- DE
- Germany
- Prior art keywords
- parts
- acid
- solution
- heated
- added
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 239000002253 acid Substances 0.000 claims description 12
- 150000002148 esters Chemical class 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 3
- 239000004615 ingredient Substances 0.000 claims description 2
- 239000007864 aqueous solution Substances 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 12
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 6
- 238000002844 melting Methods 0.000 description 6
- JCBJVAJGLKENNC-UHFFFAOYSA-M Potassium ethyl xanthate Chemical compound [K+].CCOC([S-])=S JCBJVAJGLKENNC-UHFFFAOYSA-M 0.000 description 5
- IOVCWXUNBOPUCH-UHFFFAOYSA-M nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 5
- 238000005245 sintering Methods 0.000 description 5
- 235000011121 sodium hydroxide Nutrition 0.000 description 5
- FOCAUTSVDIKZOP-UHFFFAOYSA-N Chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 4
- 229940106681 chloroacetic acid Drugs 0.000 description 4
- 230000000875 corresponding Effects 0.000 description 4
- 229910052500 inorganic mineral Inorganic materials 0.000 description 4
- 239000011707 mineral Substances 0.000 description 4
- 235000010755 mineral Nutrition 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 239000000203 mixture Substances 0.000 description 3
- RWZYAGGXGHYGMB-UHFFFAOYSA-N Anthranilic acid Chemical compound NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 description 2
- RUZXGXFZSOFFKG-UHFFFAOYSA-L [Na+].[Cl+].CC([O-])=O.CC([O-])=O Chemical compound [Na+].[Cl+].CC([O-])=O.CC([O-])=O RUZXGXFZSOFFKG-UHFFFAOYSA-L 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 150000008049 diazo compounds Chemical class 0.000 description 2
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000007127 saponification reaction Methods 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- ZMXYNJXDULEQCK-UHFFFAOYSA-N 2-Amino-P-Cresol Chemical compound CC1=CC=C(O)C(N)=C1 ZMXYNJXDULEQCK-UHFFFAOYSA-N 0.000 description 1
- HHNWXQCVWVVVQZ-UHFFFAOYSA-N 2-amino-4-methoxybenzoic acid Chemical compound COC1=CC=C(C(O)=O)C(N)=C1 HHNWXQCVWVVVQZ-UHFFFAOYSA-N 0.000 description 1
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-Aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 1
- IFQWBWVICSDDSO-UHFFFAOYSA-N 4-acetamido-2-aminobenzoic acid Chemical compound CC(=O)NC1=CC=C(C(O)=O)C(N)=C1 IFQWBWVICSDDSO-UHFFFAOYSA-N 0.000 description 1
- DQKOLPCSICJNQJ-UHFFFAOYSA-N 4-acetamido-2-nitrobenzoic acid Chemical compound CC(=O)NC1=CC=C(C(O)=O)C([N+]([O-])=O)=C1 DQKOLPCSICJNQJ-UHFFFAOYSA-N 0.000 description 1
- -1 4-ethylthio-2-aminobenzoic acid Chemical compound 0.000 description 1
- FDRCDNZGSXJAFP-UHFFFAOYSA-M Sodium chloroacetate Chemical compound [Na+].[O-]C(=O)CCl FDRCDNZGSXJAFP-UHFFFAOYSA-M 0.000 description 1
- CWERGRDVMFNCDR-UHFFFAOYSA-N Thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 230000000397 acetylating Effects 0.000 description 1
- 238000006640 acetylation reaction Methods 0.000 description 1
- 230000002378 acidificating Effects 0.000 description 1
- 230000002152 alkylating Effects 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid group Chemical group C(C1=CC=CC=C1)(=O)O WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- ZOOODBUHSVUZEM-UHFFFAOYSA-N ethoxymethanedithioic acid Chemical compound CCOC(S)=S ZOOODBUHSVUZEM-UHFFFAOYSA-N 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L na2so4 Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 230000001590 oxidative Effects 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000001187 sodium carbonate Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE229067C true DE229067C (ja) |
Family
ID=489409
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT229067D Active DE229067C (ja) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE229067C (ja) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0403885A1 (de) * | 1989-06-20 | 1990-12-27 | Bayer Ag | Verwendung von 3-Hydroxybenzothiophenen zur Bekämpfung von Endoparasiten, neue 3-Hydroxybenzothiophene und Verfahren zu ihrer Herstellung |
-
0
- DE DENDAT229067D patent/DE229067C/de active Active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0403885A1 (de) * | 1989-06-20 | 1990-12-27 | Bayer Ag | Verwendung von 3-Hydroxybenzothiophenen zur Bekämpfung von Endoparasiten, neue 3-Hydroxybenzothiophene und Verfahren zu ihrer Herstellung |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE229067C (ja) | ||
| DE852392C (de) | Verfahren zur Darstellung von Selencyanverbindungen bzw. Selenazolen von aromatischen Aminen | |
| US1947819A (en) | Alkoxy-2-hydroxynaphthalene-3-carboxylic acids | |
| DE203882C (ja) | ||
| DE193099C (ja) | ||
| DE216269C (ja) | ||
| DE148179C (ja) | ||
| DE232277C (ja) | ||
| DE210886C (ja) | ||
| DE166213C (ja) | ||
| DE181178C (ja) | ||
| DE961086C (de) | Verfahren zur Herstellung von Oxazolidonen-(2) | |
| DE445390C (de) | Verfahren zur Herstellung von Dinaphthyldicarbonsaeuren | |
| DE239092C (ja) | ||
| AT39950B (de) | Verfahren zur Darstellung von Thiosalizylsäure (SH: COOH = 1:2). | |
| DE205450C (ja) | ||
| DE506444C (de) | Verfahren zur Herstellung von Umwandlungsprodukten der 1-Cyannaphthalin-4-sulfosaeure und ihrer Kernsubstitutionsprodukte | |
| DE2717371C3 (de) | Verfahren zur Herstellung von Gemischen aus rieselfähigen Natrium- und Kaliumsalzen des Phenylglycins und der Phenylglycin-o-carbonsäure | |
| AT204690B (de) | Verfahren zur Herstellung eines oralen Antidiabetikums | |
| DE216749C (ja) | ||
| AT146198B (de) | Verfahren zur Darstellung von schwefelhaltigen Eiweißspaltprodukten sowie deren Schwermetallkomplexverbindungen. | |
| DE224979C (ja) | ||
| DE216748C (ja) | ||
| AT30323B (de) | Verfahren zur Darstellung einer p-Aminodiphenylaminmonosulfosäure. | |
| DE891259C (de) | Verfahren zur Hydrolyse von Hydantoinen |