4-Methylbenzoyl isothiocyanate → HCID 15135527, compound

HRID 359536Notes

Reaction equation

HRID 359536 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].[CH3:12][C:13]1[CH:23]=[CH:22][C:16]([C:17]([N:19]=[C:20]=[S:21])=[O:18])=[CH:15][CH:14]=1>CCOCC>[NH2:6][C:4]([C:3]1[CH:7]=[C:8]([CH3:11])[CH:9]=[CH:10][C:2]=1[NH:1][C:20](=[S:21])[NH:19][C:17](=[O:18])[C:16]1[CH:22]=[CH:23][C:13]([CH3:12])=[CH:14][CH:15]=1)=[O:5]

Participants

4

Reactant 2

HCID 1401394-Methylbenzoyl isothiocyanateHCID 103294362-Amino-5-methylbenzamide

Product 1

HCID 15135527HCID 15135527, compoundYield 91.7%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a stirred mixture of 3 g of 2-amino-5-methylbenzamide and 200 ml of ether was added dropwise, a solution of 3.7 g of 4-methylbenzoyl isothiocyanate in 100 ml of ether over 3 minutes. After 24 hours, the solid was collected, giving 6 g of the desired product as off-white crystals, mp 208°-209° C. (dec.).

Workup

  1. additionwas added dropwise
  2. customthe solid was collected

Sources & evidence

ORD record
ord-4069010e62c24b25b7663212dfb2f6b7
Source dataset
uspto-grants-1991_03
Patent number
US05001157

Reaction notes

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