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2-Bromo-2',4'-difluoroacetophenone → Methyl 3-[4-(2,4-difluorophenyl)-2-thiazolyl]benzoate

HRID 1264945
Notes
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Reaction equation

HRID 1264945 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][CH:13]=1)[C:7]([O:9][CH3:10])=[O:8])(=[S:3])[NH2:2].[F:14][C:15]1[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:16]=1[C:17](=O)[CH2:18]Br>>[F:14][C:15]1[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:16]=1[C:17]1[N:2]=[C:1]([C:4]2[CH:5]=[C:6]([CH:11]=[CH:12][CH:13]=2)[C:7]([O:9][CH3:10])=[O:8])[S:3][CH:18]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 27741852-Bromo-2',4'-difluoroacetophenoneHCID 23279244Methyl 3-carbamothioylbenzoate

Product 1

HCID 18613919Methyl 3-[4-(2,4-difluorophenyl)-2-thiazolyl]benzoateYield 69%

Procedure

In the same manner as in Example 28, methyl 3-thiocarbamoylbenzoate was reacted with 2,4-difluorophenacyl bromide to obtain methyl 3-[4-(2,4-difluorophenyl)-2-thiazolyl]benzoate. The product was recrystallized from ethanol. Yield: 69%. Pale yellow prisms. Melting point: 121 to 122° C.

Sources & evidence

ORD record
ord-5f0b24e3af384b42a4675a7710f40ee5
Source dataset
uspto-grants-2003_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06545009B1

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes