Benzoyl chloride → alpha-N-benzoylamino-2-acetylthiophene

HRID 1462419Notes

Reaction equation

Cl.[S:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[C:7]([CH2:9][NH2:10])=[O:8].C(=O)(O)[O-].[Na+].[C:16](Cl)(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[C:16]([NH:10][CH2:9][C:7]([C:3]1[S:2][CH:6]=[CH:5][CH:4]=1)=[O:8])(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

Reactant 3

HCID 7412Benzoyl chloride

HCID 516892Sodium Bicarbonate

HCID 126098332-Amino-1-(thiophen-2-yl)ethan-1-one hydrochloride

Product 1

HCID 13105421alpha-N-benzoylamino-2-acetylthiopheneYield 94%

Procedure

5 g of N-[(2-thienylcarbonyl)methyl]amine hydrochloride, 10 g of sodium bicarbonate and 3.9 g of benzoyl chloride are treated in the same manner as described in Preparation 1-(3). 6.4 g of N-benzoyl-N-[(2-thienylcarbonyl)methyl]amine are thereby obtained. Yield: 93.3%

Workup

customas described in Preparation 1-(3)

Sources & evidence

ORD record: ord-faf90c3ce25044c7bb039e1ab8eafe3e
Source dataset: uspto-grants-1984_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04460596

Reaction notes

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