Ethyl bromoacetate → Ethyl 3-(3-chlorobenzoylamino)-3-(3-thienylcarbonyl)propionate

HRID 1462432Notes

Reaction equation

HRID 1462432 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][CH:18]=1)[C:5]([NH:7][CH2:8][C:9]([C:11]1[CH:15]=[CH:14][S:13][CH:12]=1)=[O:10])=[O:6].[H-].[Na+].Br[CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24]>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][CH:18]=1)[C:5]([NH:7][CH:8]([C:9]([C:11]1[CH:15]=[CH:14][S:13][CH:12]=1)=[O:10])[CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])=[O:6]

Participants

4

Reactant 3

HCID 7748Ethyl bromoacetateHCID 24758Sodium hydrideHCID 13105430N-(3-chlorobenzoyl)-N-[(3-thienylcarbonyl)methyl]amine

Product 1

HCID 13105434Ethyl 3-(3-chlorobenzoylamino)-3-(3-thienylcarbonyl)propionateYield 62.6%

Procedure

11.0 g of N-(3-chlorobenzoyl)-N-[(3-thienylcarbonyl)methyl]amine, 2.17 g of 50% sodium hydride and 7.9 g of ethyl bromoacetate are treated in the same manner as described in Preparation 1-(4). 9.0 g of ethyl 3-(3-chlorobenzoylamino)-3-(3-thienylcarbonyl)propionate are thereby obtained. Yield: 62.5%

Workup

  1. customas described in Preparation 1-(4)

Sources & evidence

ORD record
ord-ffdef318dcf84f21b287af0719478a35
Source dataset
uspto-grants-1984_07
Patent number
US04460596

Reaction notes

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