FR2483414A1 - Procede de preparation de carbamoyl-1(dichloro-3,5-phenyl)-3-hydantoines et chlorocarbonyl-1(dichloro-3,5-phenyl)-3-hydantoine intermediaire utilisable pour ce procede - Google Patents
Procede de preparation de carbamoyl-1(dichloro-3,5-phenyl)-3-hydantoines et chlorocarbonyl-1(dichloro-3,5-phenyl)-3-hydantoine intermediaire utilisable pour ce procede Download PDFInfo
- Publication number
- FR2483414A1 FR2483414A1 FR8012238A FR8012238A FR2483414A1 FR 2483414 A1 FR2483414 A1 FR 2483414A1 FR 8012238 A FR8012238 A FR 8012238A FR 8012238 A FR8012238 A FR 8012238A FR 2483414 A1 FR2483414 A1 FR 2483414A1
- Authority
- FR
- France
- Prior art keywords
- hydantoin
- acid acceptor
- solvent
- phenyl
- amine
- 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.)
- Granted
Links
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 title claims abstract description 12
- 238000006243 chemical reaction Methods 0.000 title claims abstract description 11
- 150000001412 amines Chemical class 0.000 title claims abstract description 5
- 229940091173 hydantoin Drugs 0.000 title claims description 14
- -1 chlorophenyl hydantoin Chemical compound 0.000 title claims description 13
- 239000000417 fungicide Substances 0.000 title abstract description 4
- 150000001469 hydantoins Chemical class 0.000 title abstract 4
- 230000000855 fungicidal effect Effects 0.000 title 1
- 239000002253 acid Substances 0.000 claims abstract description 15
- 238000000034 method Methods 0.000 claims description 21
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Substances ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 15
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical group CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 12
- 239000002904 solvent Substances 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 5
- 239000003960 organic solvent Substances 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 4
- 239000011707 mineral Substances 0.000 claims description 4
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- 238000009835 boiling Methods 0.000 claims description 3
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims description 2
- 239000003849 aromatic solvent Substances 0.000 claims description 2
- 238000010586 diagram Methods 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 150000003335 secondary amines Chemical class 0.000 claims description 2
- 150000003512 tertiary amines Chemical group 0.000 claims description 2
- MVPPADPHJFYWMZ-IDEBNGHGSA-N chlorobenzene Chemical group Cl[13C]1=[13CH][13CH]=[13CH][13CH]=[13CH]1 MVPPADPHJFYWMZ-IDEBNGHGSA-N 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- 239000005867 Iprodione Substances 0.000 abstract description 2
- ONUFESLQCSAYKA-UHFFFAOYSA-N iprodione Chemical compound O=C1N(C(=O)NC(C)C)CC(=O)N1C1=CC(Cl)=CC(Cl)=C1 ONUFESLQCSAYKA-UHFFFAOYSA-N 0.000 abstract description 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 6
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 4
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 4
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 3
- 0 Cl*N(CC1)CN1C(CC(Cl)=C1)C=C1Cl Chemical compound Cl*N(CC1)CN1C(CC(Cl)=C1)C=C1Cl 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 239000002826 coolant Substances 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- 150000007530 organic bases Chemical class 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 1
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- DHLQVVNCLYEKHZ-UHFFFAOYSA-N CCNCN(C)c1cc(Cl)cc([ClH]CC)c1 Chemical compound CCNCN(C)c1cc(Cl)cc([ClH]CC)c1 DHLQVVNCLYEKHZ-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- WJRBRSLFGCUECM-UHFFFAOYSA-N hydantoin Chemical compound O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- MFPXPCGVNXPRLZ-UHFFFAOYSA-N n-propan-2-ylcarbamoyl chloride Chemical compound CC(C)NC(Cl)=O MFPXPCGVNXPRLZ-UHFFFAOYSA-N 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/72—Two oxygen atoms, e.g. hydantoin
- C07D233/80—Two oxygen atoms, e.g. hydantoin with hetero atoms or acyl radicals directly attached to ring nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
Priority Applications (22)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8012238A FR2483414A1 (fr) | 1980-05-29 | 1980-05-29 | Procede de preparation de carbamoyl-1(dichloro-3,5-phenyl)-3-hydantoines et chlorocarbonyl-1(dichloro-3,5-phenyl)-3-hydantoine intermediaire utilisable pour ce procede |
| EP81420079A EP0041465B1 (fr) | 1980-05-29 | 1981-05-22 | Procédé de préparation de carbamoyl-1(dichloro-3,5-phényl)-3-hydantoines et chlorocarbonyl-1(dichloro-3,5-phényl)-3-hydantoine intermédiaire utilisable pour ce procédé |
| AT81420079T ATE8625T1 (de) | 1980-05-29 | 1981-05-22 | Verfahren zur herstellung von 1-carbamoyl-3-(3,5- dichlorphenyl)-hydantoin und 1-chlorcarbonyl-3(3,5-dichlorphenyl)-hydantoin als zwischenprodukt in diesem verfahren. |
| DE8181420079T DE3165038D1 (en) | 1980-05-29 | 1981-05-22 | Process for the preparation of 1-carbamoyl-3-(3,5-dichlorophenyl)-hydantoin, and 1-chlorocarbonyl-3-(3,5-dichlorophenyl) hydantoin as intermediate in this process |
| KR1019810001823A KR840001563B1 (ko) | 1980-05-29 | 1981-05-23 | 1-카르바모일-3-(3, 5-디클로로페닐)-히단토인 유도체의 제조방법 |
| IL62946A IL62946A (en) | 1980-05-29 | 1981-05-25 | Process for the preparation of 1-carbamoyl-3-(3,5-dichlorophenyl)-hydantoin and the compound 1-chlorocarbonyl-3-(3,5-dichlorophenyl)-hydantoin as an intermediate in this process |
| RO81104414A RO82169A (ro) | 1980-05-29 | 1981-05-26 | Procedeu pentru prepararea 1-carbamoil-(3,5-diclor-denil)-3-hidantocinelor |
| SU813285400A SU1318157A3 (ru) | 1980-05-29 | 1981-05-26 | Способ получени производных 1-карбамоил-3-(3,5-дихлорфенил)-гидантоина |
| DD81230338A DD159173A5 (de) | 1980-05-29 | 1981-05-27 | Verfahren zur herstellung von n-substituierten 1-carbamoyl-3-(3,55-dichlor-phenyl)-hydantoinen,sowie von 1-chlorcarbonyl-3-(3,5-dichlor phenyl)-hydantoin,das bei der herstellung dieser verbindungen als zwischenprodukt verwendbar ist |
| DK231981A DK231981A (da) | 1980-05-29 | 1981-05-27 | Fremgangsmaade til fremstilling af 1-carbamoyl-3-(3,5-dichlophhenyl)-hydantoiner samt det til denne fremgangsmaade anvendelige syntesemellemprodukt 1-chlorcarbonyl-3-(3,5-dichlorphenyl)-hydantoin |
| CA000378415A CA1164466A (en) | 1980-05-29 | 1981-05-27 | Process for the preparation of 1-carbamoyl-3-(3,5- dichlorophenyl)-hydantoins and an intermediate therefor |
| ZA00813601A ZA813601B (en) | 1980-05-29 | 1981-05-27 | Process for the preparation of 1-carbamoyl-3-(3,5-dichlororphenyl)-hydantoins and an intermediate therefor |
| JP8070381A JPS5724367A (en) | 1980-05-29 | 1981-05-27 | Manufacture of 1-carbamoyl-3-(3,5-dichlorophenyl)- hydantoin and intermediate 1-chlorocarbonyl- 3-(3,5-dichlorophenyl)-hydantoin therefor |
| IE1182/81A IE51269B1 (en) | 1980-05-29 | 1981-05-27 | Process for the preparation of 1-carbamoyl-3-(3,5-dichlorophenyl)-hydantoins and an intermediate therefor |
| HU811599A HU190367B (en) | 1980-05-29 | 1981-05-28 | Process for producing 1-carbamoyl-1,3-bracket-3,5-dichloro-phenyl-bracket closed-hidanthoines and the intermediate 1-chloro-carbonyl-3-bracket-3,5-dichloro-phenyl-bracket closed-hidanthoine |
| ES502559A ES502559A0 (es) | 1980-05-29 | 1981-05-28 | Un procedimiento de preparacion de carbamoil-1-(dicloro-3,5 fenil)-3-hidantoinas sustituidas en n |
| HU861004A HU193851B (en) | 1980-05-29 | 1981-05-28 | Process for preparing 1-(chlorcarbonyl)-3-(3,5-dichlorphenyl)-hydantoin |
| BR8103341A BR8103341A (pt) | 1980-05-29 | 1981-05-28 | Processo de preparacao de carbamoil-1(diloro-2,5-fenil)-3-hidan-toinas |
| YU1378/81A YU42404B (en) | 1980-05-29 | 1981-05-29 | Process for obtaining 1-carbamoyl-3-(3,5-dichlorophenyl)-hydantione |
| US06/554,382 US4479006A (en) | 1980-05-29 | 1983-11-22 | Process for the preparation of 1-carbamoyl-3-(3,5-dichlorophenyl)-hydantoins |
| JP60063162A JPS60237073A (ja) | 1980-05-29 | 1985-03-27 | １−クロロカルボニル−３−（３，５−ジクロフエニル）−ヒダントイン |
| DK325989A DK325989A (da) | 1980-05-29 | 1989-06-30 | 1-chlorcarbonyl-3-(3,5-dichlorphenyl)-hydantoin og fremgangsmaade til fremstilling af denne forbindelse |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8012238A FR2483414A1 (fr) | 1980-05-29 | 1980-05-29 | Procede de preparation de carbamoyl-1(dichloro-3,5-phenyl)-3-hydantoines et chlorocarbonyl-1(dichloro-3,5-phenyl)-3-hydantoine intermediaire utilisable pour ce procede |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2483414A1 true FR2483414A1 (fr) | 1981-12-04 |
| FR2483414B1 FR2483414B1 (enExample) | 1982-11-12 |
Family
ID=9242608
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR8012238A Granted FR2483414A1 (fr) | 1980-05-29 | 1980-05-29 | Procede de preparation de carbamoyl-1(dichloro-3,5-phenyl)-3-hydantoines et chlorocarbonyl-1(dichloro-3,5-phenyl)-3-hydantoine intermediaire utilisable pour ce procede |
Country Status (5)
| Country | Link |
|---|---|
| KR (1) | KR840001563B1 (enExample) |
| FR (1) | FR2483414A1 (enExample) |
| HU (1) | HU193851B (enExample) |
| SU (1) | SU1318157A3 (enExample) |
| ZA (1) | ZA813601B (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19622489A1 (de) * | 1996-06-05 | 1997-12-11 | Hoechst Ag | Salze des 3-(2-(4-(4-(Amino-imino-methyl)-phenyl)-4- methyl-2,5-dioxo-imidazolidin-1-yl)-acetylamino)-3- phenyl-propionsäure-ethylesters |
| DE19741235A1 (de) * | 1997-09-18 | 1999-03-25 | Hoechst Marion Roussel De Gmbh | Neue Imidazolidinderivate, ihre Herstellung, ihre Verwendung und sie enthaltende pharmazeutische Präparate |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2120222A5 (en) * | 1970-10-06 | 1972-08-18 | Rhone Poulenc Sa | N-acyl-hydantoin derivs - with fungicidal activity |
| FR2323688A1 (fr) * | 1975-09-11 | 1977-04-08 | Rhone Poulenc Ind | Nouveau procede de preparation de carbamoyl-1 (dichloro-3,5 phenyl)-3 hydantoines |
| FR2331559A1 (fr) * | 1975-11-13 | 1977-06-10 | Basf Ag | Nouveaux derives de l'hydantoine utiles comme fongicides |
-
1980
- 1980-05-29 FR FR8012238A patent/FR2483414A1/fr active Granted
-
1981
- 1981-05-23 KR KR1019810001823A patent/KR840001563B1/ko not_active Expired
- 1981-05-26 SU SU813285400A patent/SU1318157A3/ru active
- 1981-05-27 ZA ZA00813601A patent/ZA813601B/xx unknown
- 1981-05-28 HU HU861004A patent/HU193851B/hu not_active IP Right Cessation
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2120222A5 (en) * | 1970-10-06 | 1972-08-18 | Rhone Poulenc Sa | N-acyl-hydantoin derivs - with fungicidal activity |
| FR2323688A1 (fr) * | 1975-09-11 | 1977-04-08 | Rhone Poulenc Ind | Nouveau procede de preparation de carbamoyl-1 (dichloro-3,5 phenyl)-3 hydantoines |
| FR2331559A1 (fr) * | 1975-11-13 | 1977-06-10 | Basf Ag | Nouveaux derives de l'hydantoine utiles comme fongicides |
Also Published As
| Publication number | Publication date |
|---|---|
| KR840001563B1 (ko) | 1984-10-05 |
| KR830006227A (ko) | 1983-09-20 |
| SU1318157A3 (ru) | 1987-06-15 |
| ZA813601B (en) | 1982-06-30 |
| HU193851B (en) | 1987-12-28 |
| FR2483414B1 (enExample) | 1982-11-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0041465B1 (fr) | Procédé de préparation de carbamoyl-1(dichloro-3,5-phényl)-3-hydantoines et chlorocarbonyl-1(dichloro-3,5-phényl)-3-hydantoine intermédiaire utilisable pour ce procédé | |
| FR2483414A1 (fr) | Procede de preparation de carbamoyl-1(dichloro-3,5-phenyl)-3-hydantoines et chlorocarbonyl-1(dichloro-3,5-phenyl)-3-hydantoine intermediaire utilisable pour ce procede | |
| EP1140785B1 (fr) | Procede de preparation de para-trifluoromethylanilines polyhalogenees | |
| EP0060171B1 (fr) | Procédé de N-alkylation de composés organiques azotés | |
| EP0032078B1 (fr) | Procédé de préparation de cyanoacétates d'alkyle | |
| CS254974B2 (en) | Method of aryloxyphenoxy propionic acid's esters production | |
| EP0435714B2 (fr) | Procédé de préparation de chlorures d'acides carboxyliques chlorés | |
| EP0053981B1 (fr) | Procédé de fabrication de thiochloroformiates | |
| US4652671A (en) | Process for the preparation of dichloroisonitrilocarboxylic acid esters | |
| EP0301946A1 (fr) | Nouveau procédé de préparation des 1,2,4-triazol-3-ones | |
| EP0189725B1 (fr) | Préparation d'intermédiaires phosphorés pour usages herbicides | |
| FR2494268A1 (fr) | Procede de preparation de carbamoyl-1 (dichloro-3,5-phenyl)-3-hydantoines et chlorocarbonyl-1 (dichloro-3,5-phenyl)-3-hydantoine intermediaire utilisable pour ce procede | |
| EP0249556B1 (fr) | Procédé de préparation d'esters organiques alpha-halogénés de l'acide carbonique | |
| EP0334720A1 (fr) | Nouveau procédé de préparation d'isocyanates d'acyle | |
| FR2853901A1 (fr) | Procede de preparation de derives de l'acide hexahydropyridazine-3-carboxylique | |
| FR2504132A2 (fr) | Procede de preparation de carbamoyl-1 (dichloro-3,5-phenyl)-3 hydantoines | |
| FR2746099A1 (fr) | Procede ameliore pour la preparation de derives de l'acide 3-(10-phenothiazyl)-propanoique ou 3-(10-phenoxazyl)-propanoique | |
| CH615921A5 (en) | Process for the preparation of 1-carbamoyl-3-(3,5-dichlorophenyl)hydantoins | |
| FR2505327A1 (fr) | Procede d'halogenation en meta de n-(o,o'-dialkyl phenyl) alaninates et homologues | |
| EP0268507B1 (fr) | Procédé de fabrication des thiochloroformiates d'alkyle | |
| CH658453A5 (fr) | Procede pour la preparation d'acides aryloxybenzoiques a groupe sulfonamide. | |
| BE898485A (fr) | Procede de preparation d'acides aryloxybenzoiques a groupe sulfonamide. | |
| EP0040140A1 (fr) | Procédé de préparation d'acides métaphénoxybenzoiques et de leurs esters alkyliques | |
| CH632768A5 (fr) | Procede pour l'obtention de n,n'-bis-(3-oxazolidinyl-2-one)-phosphoramides p-substitues et n,n'-bis-(3-oxazolidinyl-2-one)-phosphoramides p-substitues obtenu. | |
| FR2483419A1 (fr) | Procede de preparation de la n-(2-(2-thenoyl)-thiopropionyl)-glicine |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |