2-Bromo-1-(4-tert-butylphenyl)ethan-1-one → Ethyl 3-[4-(4-t-butylphenyl)-2-thiazolyl]benzoate

HRID 1264955Notes

Reaction equation

HRID 1264955 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([CH:12]=[CH:13][CH:14]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8])(=[S:3])[NH2:2].[C:15]([C:19]1[CH:28]=[CH:27][C:22]([C:23](=O)[CH2:24]Br)=[CH:21][CH:20]=1)([CH3:18])([CH3:17])[CH3:16]>>[C:15]([C:19]1[CH:20]=[CH:21][C:22]([C:23]2[N:2]=[C:1]([C:4]3[CH:5]=[C:6]([CH:12]=[CH:13][CH:14]=3)[C:7]([O:9][CH2:10][CH3:11])=[O:8])[S:3][CH:24]=2)=[CH:27][CH:28]=1)([CH3:18])([CH3:17])[CH3:16]

Participants

3

Reactant 2

HCID 23247702-Bromo-1-(4-tert-butylphenyl)ethan-1-oneHCID 18613909Ethyl 3-thiocarbamoylbenzoate

Product 1

HCID 18613859Ethyl 3-[4-(4-t-butylphenyl)-2-thiazolyl]benzoateYield 37%

Procedure

In the same manner as in Example 74, ethyl 3-thiocarbamoylbenzoate was reacted with 4-t-butylphenacyl bromide to obtain ethyl 3-[4-(4-t-butylphenyl)-2-thiazolyl]benzoate. The product was recrystallized from ethanol. Yield: 37%. Pale yellow prisms. Melting point: 96 to 97° C.

Sources & evidence

ORD record
ord-2dc80cedb8f34406b9b6b7ee7851b3dc
Source dataset
uspto-grants-2003_04
Patent number
US06545009B1

Reaction notes

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