2-Methyl-5-phenylbenzylisocyanate → 1-Difluoroacetyl-2-methyl-4-(2-methyl-5-phenylbenzyl)semicarbazide

HRID 1883632Notes

Reaction equation

[CH3:1][C:2]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:8][C:3]=1[CH2:4][N:5]=[C:6]=[O:7].[CH3:18][NH:19][NH:20][C:21](=[O:25])[CH:22]([F:24])[F:23]>C1(C)C=CC=CC=1>[F:23][CH:22]([F:24])[C:21]([NH:20][N:19]([CH3:18])[C:6]([NH:5][CH2:4][C:3]1[CH:8]=[C:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:10]=[CH:11][C:2]=1[CH3:1])=[O:7])=[O:25]

Participants

Conditions

Temperature: 60 °C

Procedure

1.00 g of crude 2-methyl-5-phenylbenzyl isocyanate is added to 5 ml of toluene, and to the resulted suspension is added 556 mg of N′-methyl-difluoroacetohydrazide, and the mixture is stirred at 60° C. The reaction solution is concentrated, and the residue is subjected to silica gel column chromatography, to obtain 1-difluoroacetyl-2-methyl-4-(2-methyl-5-phenylbenzyl) semicarbazide.

Workup

concentrationThe reaction solution is concentrated

Sources & evidence

ORD record: ord-f311157a71fa413cbefd8c5f06e880fc
Source dataset: uspto-grants-2004_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06762197B2

Reaction notes

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