Ethyl bromoacetate → Ethyl 3-(2-chlorobenzoylamino)-3-(3-thienylcarbonyl)propionate

HRID 1462430Notes

Reaction equation

HRID 1462430 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][CH:16]=[CH:15][C:3]=1[C:4]([NH:6][CH2:7][C:8]([C:10]1[CH:14]=[CH:13][S:12][CH:11]=1)=[O:9])=[O:5].[H-].[Na+].Br[CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24]>>[Cl:1][C:2]1[CH:18]=[CH:17][CH:16]=[CH:15][C:3]=1[C:4]([NH:6][CH:7]([C:8]([C:10]1[CH:14]=[CH:13][S:12][CH:11]=1)=[O:9])[CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])=[O:5]

Participants

4

Reactant 3

HCID 7748Ethyl bromoacetateHCID 24758Sodium hydrideHCID 13105429N-(2-chlorobenzoyl)-N-[(3-thienylcarbonyl)methyl]amine

Product 1

HCID 13105433Ethyl 3-(2-chlorobenzoylamino)-3-(3-thienylcarbonyl)propionateYield 97.3%

Procedure

11.0 g of N-(2-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). 14 g of ethyl 3-(2-chlorobenzoylamino)-3-(3-thienylcarbonyl)propionate are thereby obtained as an oil. Yield: 97.2%

Workup

  1. customas described in Preparation 1-(4)

Sources & evidence

ORD record
ord-9c647141016341b9ad6b974b7591f7be
Source dataset
uspto-grants-1984_07
Patent number
US04460596

Reaction notes

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