2-(Methylamino)benzamide → m-Toluamide

HRID 1091028Notes

Reaction equation

HRID 1091028 reaction equation
CNC1C=CC=CC=1C(N)=O.[CH3:12][C:13]1[CH:14]=[C:15]([CH:21]=[CH:22][CH:23]=1)[C:16]([N:18]=C=S)=[O:17]>CCOCC>[CH3:12][C:13]1[CH:14]=[C:15]([CH:21]=[CH:22][CH:23]=1)[C:16]([NH2:18])=[O:17]

Participants

4

Reactant 2

HCID 1012222-(Methylamino)benzamideHCID 1413973-Methylbenzoyl isothiocyanate

Product 1

HCID 69253m-Toluamide

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a stirred mixture of 7.97 g of 2-methylaminobenzamide and 200 ml of ether was added dropwise, a solution of 10 g of 3-methylbenzoyl isothiocyanate in ether over 10 minutes. After 48 hours the solid was collected, giving 15.5 g of N-[[[2-aminocarbonyl)phenyl]methylamino]thioxomethyl]-3-methylbenzamide.

Workup

  1. additionwas added dropwise
  2. customAfter 48 hours the solid was collected

Sources & evidence

ORD record
ord-299d1b0de14947dc830a9481a2ef440f
Source dataset
uspto-grants-1992_01
Patent number
US05084457

Reaction notes

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