1-Bromo-2-butanone → 4-Ethyl-2-(4-methyl-2-nitro-phenyl)-thiazole

HRID 1445413Notes

Reaction equation

HRID 1445413 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=[S:7])=[C:4]([N+:11]([O-:13])=[O:12])[CH:3]=1.Br[CH2:15][C:16](=O)[CH2:17][CH3:18]>>[CH2:17]([C:16]1[N:8]=[C:6]([C:5]2[CH:9]=[CH:10][C:2]([CH3:1])=[CH:3][C:4]=2[N+:11]([O-:13])=[O:12])[S:7][CH:15]=1)[CH3:18]

Participants

3

Reactant 2

HCID 131561-Bromo-2-butanoneHCID 541688084-Methyl-2-nitro-thiobenzamide

Product 1

HCID 576667424-Ethyl-2-(4-methyl-2-nitro-phenyl)-thiazoleYield 91%

Procedure

The procedure described in Example 15-1, was followed but 4-methyl-2-nitro-thiobenzamide (56) was used instead of 4-trifluoromethyl-2-nitro-thiobenzamide, and 1-bromo-2-butanone was used instead of 1-bromo-3-methyl-butan-2-one, which gave the title compound (90 mg, 91%). LC/MS: (Method I): tR=1.55 min, >90%, m/z (ESI+)=249 (MH+).

Sources & evidence

ORD record
ord-e0f202a4a6b54749b2a1f3d313f1d45e
Source dataset
uspto-grants-2010_02
Patent number
US07666834B2

Reaction notes

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