2-Bromo-4'-methylacetophenone → Methyl 4-[4-(4-methylphenyl)-2-thiazolyl]benzoate

HRID 1264934Notes

Reaction equation

HRID 1264934 reaction equation
[C:1]([C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][CH:5]=1)(=[S:3])[NH2:2].[CH3:14][C:15]1[CH:24]=[CH:23][C:18]([C:19](=O)[CH2:20]Br)=[CH:17][CH:16]=1>>[CH3:14][C:15]1[CH:24]=[CH:23][C:18]([C:19]2[N:2]=[C:1]([C:4]3[CH:13]=[CH:12][C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][CH:5]=3)[S:3][CH:20]=2)=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 692722-Bromo-4'-methylacetophenoneHCID 11401319Methyl 4-carbamothioylbenzoate

Product 1

HCID 18613871Methyl 4-[4-(4-methylphenyl)-2-thiazolyl]benzoateYield 61%

Procedure

In the same manner as in Example 28, methyl 4-thiocarbamoylbenzoate was reacted with 4-methylphenacyl bromide to obtain methyl 4-[4-(4-methylphenyl)-2-thiazolyl]benzoate. The product was recrystallized from ethanol. Yield: 61%. Pale yellow prisms. Melting point: 185 to 187° C.

Sources & evidence

ORD record
ord-0118f9dacc784107aa82bc912aaf8728
Source dataset
uspto-grants-2003_04
Patent number
US06545009B1

Reaction notes

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