WO1990009988A3 - Preparations d'amides - Google Patents
Preparations d'amides Download PDFInfo
- Publication number
- WO1990009988A3 WO1990009988A3 PCT/GB1990/000315 GB9000315W WO9009988A3 WO 1990009988 A3 WO1990009988 A3 WO 1990009988A3 GB 9000315 W GB9000315 W GB 9000315W WO 9009988 A3 WO9009988 A3 WO 9009988A3
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- aromatic
- nitrile
- perborate
- amide preparation
- thioalkyl
- Prior art date
Links
- 150000001408 amides Chemical class 0.000 title 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 abstract 2
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 abstract 2
- -1 aromatic nitrile Chemical class 0.000 abstract 2
- XSVSPKKXQGNHMD-UHFFFAOYSA-N 5-bromo-3-methyl-1,2-thiazole Chemical compound CC=1C=C(Br)SN=1 XSVSPKKXQGNHMD-UHFFFAOYSA-N 0.000 abstract 1
- 230000001476 alcoholic effect Effects 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000008430 aromatic amides Chemical class 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000002837 carbocyclic group Chemical group 0.000 abstract 1
- 125000001475 halogen functional group Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 150000002825 nitriles Chemical class 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 239000012429 reaction media Substances 0.000 abstract 1
- IBDSNZLUHYKHQP-UHFFFAOYSA-N sodium;3-oxidodioxaborirane;tetrahydrate Chemical compound O.O.O.O.[Na+].[O-]B1OO1 IBDSNZLUHYKHQP-UHFFFAOYSA-N 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 229930192474 thiophene Natural products 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/81—Amides; Imides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/06—Preparation of carboxylic acid amides from nitriles by transformation of cyano groups into carboxamide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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
- C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C07D215/54—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three 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
- C07D307/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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
- C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
On décrit une préparation d'amides aromatiques obtenues par la réaction d'un nitrile aromatique avec un perborate de métal alcalin en excès, de préférence un monohydrate ou un tétrahydrate de perborate de sodium, dans un milieu de réaction alcoolique, de préférence du méthanol, dans des conditions de réaction modérées comprises entre 40°C et 70°C. Le rapport moléculaire pour le perborate: nitrile est de préférence compris entre environ 2,5:1 et 4:1. Le nitrile aromatique peut être remplacé par une grande variété de substituants additionnels, tels que des groupes alkyle, halo, alkoxy thioalkyle ou nitro, et le noyau aromatique peut être carbocyclique ou hétérocyclique, y compris benzène, furane, thiophène, pyridine et quinoléine.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB898904799A GB8904799D0 (en) | 1989-03-02 | 1989-03-02 | Amide preparation |
GB8904799.7 | 1989-03-02 |
Publications (2)
Publication Number | Publication Date |
---|---|
WO1990009988A2 WO1990009988A2 (fr) | 1990-09-07 |
WO1990009988A3 true WO1990009988A3 (fr) | 1990-10-18 |
Family
ID=10652608
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/GB1990/000315 WO1990009988A2 (fr) | 1989-03-02 | 1990-02-28 | Preparations d'amides |
Country Status (2)
Country | Link |
---|---|
GB (1) | GB8904799D0 (fr) |
WO (1) | WO1990009988A2 (fr) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN105017053B (zh) * | 2015-07-16 | 2016-11-16 | 合肥祥晨化工有限公司 | 一种水杨酰胺的合成方法 |
CN112495391B (zh) * | 2020-12-21 | 2021-09-14 | 中国科学院山西煤炭化学研究所 | 一种适用于乙腈水合反应制备乙酰胺的负载型复合金属催化剂及其制备方法和应用 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE828247C (de) * | 1948-10-02 | 1953-07-02 | Degussa | Verfahren zur Herstellung von Nicotinsaeureamid |
CH471081A (de) * | 1965-11-29 | 1969-04-15 | Reynolds Tobacco Co R | Verfahren zur Herstellung von Amiden |
US4222960A (en) * | 1978-06-08 | 1980-09-16 | Chemie Linz Aktiengesellschaft | Process for the manufacture of α-hydroxycarboxylic acid amides |
-
1989
- 1989-03-02 GB GB898904799A patent/GB8904799D0/en active Pending
-
1990
- 1990-02-28 WO PCT/GB1990/000315 patent/WO1990009988A2/fr unknown
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE828247C (de) * | 1948-10-02 | 1953-07-02 | Degussa | Verfahren zur Herstellung von Nicotinsaeureamid |
CH471081A (de) * | 1965-11-29 | 1969-04-15 | Reynolds Tobacco Co R | Verfahren zur Herstellung von Amiden |
US4222960A (en) * | 1978-06-08 | 1980-09-16 | Chemie Linz Aktiengesellschaft | Process for the manufacture of α-hydroxycarboxylic acid amides |
Non-Patent Citations (1)
Title |
---|
Synthesis, International Journal of Methods in Synthetic Organic Chemistry, No. 3, March 1980, Georg Thieme Verlag (Stuttgart, New York) S. CACCHI et al.: "Amides from Nitriles using Basic Hydrogen Peroxide under Phase-Transfer Catalysed Conditions", pages 243-244 * |
Also Published As
Publication number | Publication date |
---|---|
WO1990009988A2 (fr) | 1990-09-07 |
GB8904799D0 (en) | 1989-04-12 |
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