Benzoyl isocyanate → N-(3-Cyano-5-ethyl-4-methylthiophen-2-ylcarbamoyl)benzamide

Reaction equation

[NH2:1][C:2]1[S:3][C:4]([CH2:10][CH3:11])=[C:5]([CH3:9])[C:6]=1[C:7]#[N:8].[C:12]([N:20]=[C:21]=[O:22])(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[C:7]([C:6]1[C:5]([CH3:9])=[C:4]([CH2:10][CH3:11])[S:3][C:2]=1[NH:1][C:21]([NH:20][C:12](=[O:19])[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)=[O:22])#[N:8]

Participants

Reactant 2

HCID 78210Benzoyl isocyanate

HCID 201866432-Amino-5-ethyl-4-methylthiophene-3-carbonitrile

Product 1

HCID 57456904N-(3-Cyano-5-ethyl-4-methylthiophen-2-ylcarbamoyl)benzamide

Procedure

Prepared as in example 1a from 2-amino-5-ethyl-4-methylthiophene-3-carbonitrile (example 7b) and benzoyl isocyanate as a pale-yellow solid. MS 314 (MH+).

Sources & evidence

ORD record: ord-9b8d1952ed7c4d519a694c91a852b22c
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08541421B2

Reaction notes

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