2-Bromo-1-(4-(propan-2-yl)phenyl)ethan-1-one → Ethyl 3-[4-(4-isopropylphenyl)thiazol-2-yl]benzoate

HRID 1264957Notes

Reaction equation

HRID 1264957 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].[CH:15]([C:18]1[CH:27]=[CH:26][C:21]([C:22](=O)[CH2:23]Br)=[CH:20][CH:19]=1)([CH3:17])[CH3:16]>>[CH:15]([C:18]1[CH:19]=[CH:20][C:21]([C:22]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:23]=2)=[CH:26][CH:27]=1)([CH3:17])[CH3:16]

Participants

3

Reactant 2

HCID 140427562-Bromo-1-(4-(propan-2-yl)phenyl)ethan-1-oneHCID 18613909Ethyl 3-thiocarbamoylbenzoate

Product 1

HCID 18613855Ethyl 3-[4-(4-isopropylphenyl)thiazol-2-yl]benzoateYield 46%

Procedure

In the same manner as in Example 74, ethyl 3-thiocarbamoylbenzoate was reacted with 4-isopropylphenacyl bromide to obtain ethyl 3-[4-(4-isopropylphenyl)-2-thiazolyl]benzoate. The product was recrystallized from ethanol. Yield: 46%. Pale yellow prisms. Melting point: 91 to 92° C.

Sources & evidence

ORD record
ord-98a95cdbdd0a4a2ba91936ebd9cfea38
Source dataset
uspto-grants-2003_04
Patent number
US06545009B1

Reaction notes

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