Urea, 1-(3-chloro-o-tolyl)-2-thio- → HCID 86758678, compound

HRID 2298649Notes

Reaction equation

HRID 2298649 reaction equation
[Br:1][CH2:2][C:3]([C:5]1[CH:6]=[C:7]([C:11]([O:13][CH3:14])=[S:12])[S:8][C:9]=1[CH3:10])=O.[CH3:15][C:16]1[C:21]([Cl:22])=[CH:20][CH:19]=[CH:18][C:17]=1[NH:23][C:24]([NH2:26])=[S:25]>>[BrH:1].[Cl:22][C:21]1[C:16]([CH3:15])=[C:17]([NH:23][C:24]2[S:25][CH:2]=[C:3]([C:5]3[CH:6]=[C:7]([C:11]([O:13][CH3:14])=[S:12])[S:8][C:9]=3[CH3:10])[N:26]=2)[CH:18]=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 2757700Urea, 1-(3-chloro-o-tolyl)-2-thio-HCID 86583828Methyl 4-(2-bromoacetyl)-5-methylthiothiophene-2-carboxylate

Product 1

HCID 86758678HCID 86758678, compoundYield 68.4%

Procedure

Methyl 4-(2-bromoacetyl)-5-methylthiothiophene-2-carboxylate (60 mg, 0.19 mmol) was allowed to react with 2-methyl-3-chlorophenyl thiourea (39 mg) as described in Example 154, step (a) to give 61.8 mg (66% yield) of methyl 4-{2-[(3-chloro-2-methylphenyl)amino](1,3-thiazol-4-yl)}-5-methylthiothiophene-2-carboxylate hydrobromide. Mass Spectrum (ESI) m/z calcd. for C17H15ClN2O2S3, 410.96 (M+H), found 411.1.

Sources & evidence

ORD record
ord-a3c2810515be4aba84c76c2dc7c35994
Source dataset
uspto-grants-2002_12
Patent number
US06492403B1

Reaction notes

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