1-(4-Methylbenzyl)-2-thiourea → HCID 86583842, compound
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[CH:21]=[CH:20][C:19]([CH2:22][NH:23][C:24]([NH2:26])=[S:25])=[CH:18][CH:17]=1>>[BrH:1].[CH3:15][C:16]1[CH:17]=[CH:18][C:19]([CH2:22][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:20][CH:21]=1Participants
3
Procedure
Methyl 4-(2-bromoacetyl)-5-methylthiothiophene-2-carboxylate (111 mg, 0.35 mmol) was allowed to react with 4-methylphenylmethylthiourea as described in Example 154, step (a) to give 125 mg (81% yield) of methyl 4-(2-{[(4-methylphenyl)methyl]amino}(1,3-thiazol-4-yl))-5-methylthiothiophene-2-carboxylate hydrobromide. Mass Spectrum (ESI) m/z calcd. for C18H18N2O2S2, 358.5 (M+H), found 359.1.
Sources & evidence
- ORD record
- ord-c5dc528c7347497db848cdedf6467526
- Source dataset
- uspto-grants-2002_12
- Patent number
- US06492403B1
Reaction notes
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