Ethyl bromoacetate → Ethyl 3-(4-chlorobenzoylamino)-3-(3-thienylcarbonyl)propionate

HRID 1462424Notes

Reaction equation

HRID 1462424 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([NH:8][CH2:9][C:10]([C:12]2[CH:16]=[CH:15][S:14][CH:13]=2)=[O:11])=[O:7])=[CH:4][CH:3]=1.[H-].[Na+].Br[CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([NH:8][CH:9]([C:10]([C:12]2[CH:16]=[CH:15][S:14][CH:13]=2)=[O:11])[CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])=[O:7])=[CH:17][CH:18]=1

Participants

4

Reactant 3

HCID 7748Ethyl bromoacetateHCID 24758Sodium hydrideHCID 13105428N-(4-chlorobenzoyl)-N-[(3-thienylcarbonyl)methyl]amine

Product 1

HCID 13105432Ethyl 3-(4-chlorobenzoylamino)-3-(3-thienylcarbonyl)propionateYield 71.9%

Procedure

15.0 g of N-(4-chlorobenzoyl)-N-[(3-thienylcarbonyl)methyl]amine, 3.1 g of 50% sodium hydride and 10 g of ethyl bromoacetate are treated in the same manner as described in Preparation 1-(4). 14.1 g of ethyl 3-(4-chlorobenzoylamino)-3-(3-thienylcarbonyl)propionate are thereby obtained. Yield: 71.4%

Workup

  1. customas described in Preparation 1-(4)

Sources & evidence

ORD record
ord-e1ce4e3b7cbc41ec9a4621eb6ce60c37
Source dataset
uspto-grants-1984_07
Patent number
US04460596

Reaction notes

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