1-isocyanato-2,4-dimethylbenzene → 4-(2,4-Dimethylphenyl)-1-(2-methylthiazole-5-carbonyl)semicarbazide

HRID 1007275Notes

Reaction equation

HRID 1007275 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[N:9]=[C:10]=[O:11].[CH3:12][C:13]1[S:14][C:15]([C:18]([NH:20][NH2:21])=[O:19])=[CH:16][N:17]=1>C(Cl)Cl>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10](=[O:11])[NH:21][NH:20][C:18]([C:15]1[S:14][C:13]([CH3:12])=[N:17][CH:16]=1)=[O:19]

Participants

4

Reactant 2

HCID 52075851-isocyanato-2,4-dimethylbenzeneHCID 450844662-Methylthiazole-5-carbohydrazide

Product 1

HCID 226689504-(2,4-Dimethylphenyl)-1-(2-methylthiazole-5-carbonyl)semicarbazide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared from a mixture 2,4-dimethylphenylisocyanate (50 mg, 0.34 mmol) and 2-methylthiazole-5-carboxylic acid hydrazide (59 mg, 0.37 mmol) in methylenedichloride (10 mL). The mixture was stirred at room temperature for 2 h, and the resultant precipitate was collected by filtration and isolated as pale white solid (66 mg, 64%). 1H NMR (DMSO-d6): 10.00 (s, 1H), 8.39 (s, 1H), 8.25 (s, 1H), 7.88 (s, 1H), 7.46 (d, J=8.1 Hz, 1H), 6.99 (s, 1H), 6.87 (d, J=8.1 Hz, 1H), 2.72 (s, 3H), 2.22 (s, 3H), 2.16 (s, 3H).

Workup

  1. filtrationthe resultant precipitate was collected by filtration

Sources & evidence

ORD record
ord-e1c20d5de26d4c259a78cece2e7b66a2
Source dataset
uspto-grants-2004_09
Patent number
US06794400B2

Reaction notes

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