4-Chlorobenzoyl chloride → N-(4-chlorobenzoyl)-N-[(3-thienylcarbonyl)methyl]amine

HRID 1462423Notes

Reaction equation

Cl.[S:2]1[CH:6]=[CH:5][C:4]([C:7]([CH2:9][NH2:10])=[O:8])=[CH:3]1.C(=O)(O)[O-].[Na+].[Cl:16][C:17]1[CH:25]=[CH:24][C:20]([C:21](Cl)=[O:22])=[CH:19][CH:18]=1>>[Cl:16][C:17]1[CH:25]=[CH:24][C:20]([C:21]([NH:10][CH2:9][C:7]([C:4]2[CH:5]=[CH:6][S:2][CH:3]=2)=[O:8])=[O:22])=[CH:19][CH:18]=1

Participants

Reactant 3

HCID 85014-Chlorobenzoyl chloride

HCID 516892Sodium Bicarbonate

HCID 131054172-Amino-1-(3-thienyl)ethanone hydrochloride

Product 1

HCID 13105428N-(4-chlorobenzoyl)-N-[(3-thienylcarbonyl)methyl]amineYield 94.9%

Procedure

19.4 g of N-[(3-thienylcarbonyl)methyl]amine hydrochloride, 36 g of sodium bicarbonate and 21 g of 4-chlorobenzoyl chloride are treated in the same manner as described in Preparation 1-(3). 29 g of N-(4-chlorobenzoyl)-N-[(3-thienylcarbonyl)methyl]amine are thereby obtained.

Workup

customas described in Preparation 1-(3)

Sources & evidence

ORD record: ord-2f48792d60c64a48b4cb978d87aa16f7
Source dataset: uspto-grants-1984_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04460596

Reaction notes

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