2-Methylbenzoyl isothiocyanate → HCID 15135529, compound

HRID 359538Notes

Reaction equation

HRID 359538 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([NH:6][CH3:7])=[O:5].[CH3:12][C:13]1[CH:23]=[CH:22][CH:21]=[CH:20][C:14]=1[C:15]([N:17]=[C:18]=[S:19])=[O:16]>CCOCC>[CH3:12][C:13]1[CH:23]=[CH:22][CH:21]=[CH:20][C:14]=1[C:15]([NH:17][C:18]([NH:1][C:2]1[CH:11]=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([NH:6][CH3:7])=[O:5])=[S:19])=[O:16]

Participants

4

Reactant 2

HCID 1413962-Methylbenzoyl isothiocyanateHCID 3080722-Amino-N-methylbenzamide

Product 1

HCID 15135529HCID 15135529, compoundYield 93.4%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a stirred mixture of 5.4 g of 2-amino-N-methylbenzamide and 200 ml of ether was added dropwise, a solution of 6.67 g of 2-methylbenzoyl isothiocyanate in 100 ml of ether over 15 minutes. After several hours, the solid was collected, giving 11 g of the desired product as light grey crystals, mp 172°-175° C. (dec.).

Workup

  1. additionwas added dropwise
  2. waitAfter several hours
  3. customthe solid was collected

Sources & evidence

ORD record
ord-4f705e92ca3c48d4a385297626b99830
Source dataset
uspto-grants-1991_03
Patent number
US05001157

Reaction notes

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