1-(4-Methylbenzyl)-2-thiourea → HCID 86583842, compound

HRID 1058474Notes

Reaction equation

HRID 1058474 reaction equation
Br.[CH3:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][NH:10][C:11]2[S:12]C=C(C3(C(O)=S)CC=C(C)S3)[N:15]=2)=[CH:5][CH:4]=1.[Br:25][CH2:26][C:27]([C:29]1[CH:30]=[C:31]([C:35]([O:37][CH3:38])=[S:36])[S:32][C:33]=1[CH3:34])=O.CC1C=CC(CNC(N)=S)=CC=1>>[BrH:25].[CH3:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][NH:10][C:11]2[S:12][CH:26]=[C:27]([C:29]3[CH:30]=[C:31]([C:35]([O:37][CH3:38])=[S:36])[S:32][C:33]=3[CH3:34])[N:15]=2)=[CH:7][CH:8]=1

Participants

4

Reactant 3

HCID 18107241-(4-Methylbenzyl)-2-thioureaHCID 86583828Methyl 4-(2-bromoacetyl)-5-methylthiothiophene-2-carboxylateHCID 178419509HCID 178419509, compound

Product 1

HCID 86583842HCID 86583842, compoundYield 81%

Procedure

Methyl 4-(2-{[(4-methylphenyl)methyl]amino(1,3-thiazol-4-yl)}-5-methylthiothiophene-2-carboxylate hydrobromide: 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-56bceeb2c1fa4171bd936dcb8c5d7ee7
Source dataset
uspto-grants-2003_02
Patent number
US06515002B2

Reaction notes

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