Preparation of alpha-chloroacetoacetanilide compounds
US5442115A · kind A · utility
Assignee
Inventor
Key dates
| Filing date | Jun 15, 1994 |
| Grant date | Aug 15, 1995 |
| Priority date | — |
| Expiry date | Jun 15, 2014 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07C231/12
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
A process for the preparation of .alpha.-chloroacetoacetanilide compounds (.alpha.-Cl AAA) which comprises the steps of: (a) reacting an acetoacetanilide compound (AAA) with chlorine in the presence of a solvent mixture consisting essentially of an organic solvent and water, wherein the percent water to organic solvent in the solvent mixture is between about 10% and 150% (v/v); (b) isolating the .alpha.-Cl AAA produced in step (a); and (c) optionally hydrogenating any .alpha.,.alpha.-dichloroacetoacetanilide compound (.alpha.,.alpha.-diCl AAA) produced in step (a), with hydrogen in the presence of a catalyst selected from the group consisting of palladium, platinum and Raney nickel, and in the presence of a solvent mixture consisting essentially of water and an organic solvent, wherein the percent of the water to the organic solvent in the solvent mixture is between 10% to 150% (v/v), for a period of time sufficient to produce .alpha.-Cl AAA; and isolating the .alpha.-Cl AAA so produced. The present invention also relates to a process for the dechlorination of .alpha.,.alpha.-diCl AAA wherein the .alpha.,.alpha.-diCl AAA is hydrogenated with hydrogen in the presence a catalyst sele…
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