N-Methylbenzamide → N-Methylbenzimidoyl chloride

HRID 370911

Reaction equation

HRID 370911 reaction equation
[CH3:1][NH:2][C:3](=O)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.S(Cl)([Cl:13])=O>>[CH3:1][N:2]=[C:3]([Cl:13])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 11954N-MethylbenzamideHCID 24386Thionyl Chloride

Product 1

HCID 576277N-Methylbenzimidoyl chlorideYield 91%

Procedure

N-Methyl benzamide (55.97 g., 418 mmole) and thionyl chloride (114.7 g, 0.96 mole) were treated as in Example I. Yield 58.4 g (91%) of the title compound, b.p. 80°-90° C. (~0.1 mm Hg).

Sources & evidence

ORD record
ord-a8c72cef2c564185b95a22d00e3d16a7
Source dataset
uspto-grants-1985_07
Patent number
US04528382

Linked notes

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