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

HRID 1462420Notes

Reaction equation

[C:1]([NH:9][CH2:10][C:11]([C:13]1[S:14][CH:15]=[CH:16][CH:17]=1)=[O:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].Br[CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23]>>[C:1]([NH:9][CH:10]([C:11]([C:13]1[S:14][CH:15]=[CH:16][CH:17]=1)=[O:12])[CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

Reactant 3

HCID 7748Ethyl bromoacetate

HCID 24758Sodium hydride

HCID 13105421alpha-N-benzoylamino-2-acetylthiophene

Product 1

HCID 13105424Ethyl 3-benzoylamino-3-(2-thienylcarbonyl)propionateYield 63.5%

Procedure

4.0 g of N-benzoyl-N-[(2-thienylcarbonyl)methyl]amine, one g of 50% sodium hydride and 2.7 g of ethyl bromoacetate are treated in the same manner as described in Preparation 1-(4). 3.4 g of ethyl 3-benzoylamino-3-(2-thienylcarbonyl)propionate are obtained.

Workup

customas described in Preparation 1-(4)

Sources & evidence

ORD record: ord-2664e53dad9a461eb8e3b29572b27358
Source dataset: uspto-grants-1984_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04460596

Reaction notes

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