2-Bromo-1-(4-ethoxyphenyl)ethanone → Ethyl 3-[4-(4-ethoxyphenyl)-2-thiazolyl]benzoate

HRID 1264954Notes

Reaction equation

HRID 1264954 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].[CH2:15]([O:17][C:18]1[CH:27]=[CH:26][C:21]([C:22](=O)[CH2:23]Br)=[CH:20][CH:19]=1)[CH3:16]>>[CH2:15]([O:17][C:18]1[CH:27]=[CH:26][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:20][CH:19]=1)[CH3:16]

Participants

3

Reactant 2

HCID 21130602-Bromo-1-(4-ethoxyphenyl)ethanoneHCID 18613909Ethyl 3-thiocarbamoylbenzoate

Product 1

HCID 18613891Ethyl 3-[4-(4-ethoxyphenyl)-2-thiazolyl]benzoateYield 59%

Procedure

In the same manner as in Example 74, ethyl 3-thiocarbamoylbenzoate was reacted with 4-ethoxyphenacyl bromide to obtain ethyl 3-[4-(4-ethoxyphenyl)-2-thiazolyl]benzoate. The product was recrystallized from ethanol. Yield: 59%. Pale yellow prisms. Melting point: 108 to 110° C.

Sources & evidence

ORD record
ord-ac8d9252e14048aeb968b9576999fe0f
Source dataset
uspto-grants-2003_04
Patent number
US06545009B1

Reaction notes

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