4-Chlorothiobenzamide → HCID 18613811, compound

HRID 1264960Notes

Reaction equation

[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=[S:7])=[CH:4][CH:3]=1.Br[CH2:12][C:13]([C:15]1[CH:25]=[CH:24][C:18]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:17][CH:16]=1)=O>>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]2[S:7][CH:12]=[C:13]([C:15]3[CH:25]=[CH:24][C:18]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:17][CH:16]=3)[N:8]=2)=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 27348264-Chlorothiobenzamide

HCID 11966043Ethyl 4-(2-bromoacetyl)benzoate

Product 1

HCID 18613811HCID 18613811, compoundYield 47%

Procedure

In the same manner as in Example 74, 4-chlorothiobenzamide was reacted with ethyl 4-bromoacetylbenzoate to obtain ethyl 4-[2-(4-chlorophenyl)-4-thiazolyl)benzoate. The product was recrystallized from ethanol. Yield: 47%. Pale yellow prisms. Melting point: 105 to 106° C.

Sources & evidence

ORD record: ord-c708dad8b2324b5691e2f0001fe4df53
Source dataset: uspto-grants-2003_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06545009B1

Reaction notes

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