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2-Bromo-3'-trifluoromethoxyacetophenone → Methyl 3-[4-(3-trifluoromethoxyphenyl)-2-thiazolyl]benzoate

HRID 1264949
Notes
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Reaction equation

HRID 1264949 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]([F:28])([F:27])[O:16][C:17]1[CH:18]=[C:19]([CH:24]=[CH:25][CH:26]=1)[C:20](=O)[CH2:21]Br>>[F:14][C:15]([F:27])([F:28])[O:16][C:17]1[CH:18]=[C:19]([C:20]2[N:2]=[C:1]([C:4]3[CH:5]=[C:6]([CH:11]=[CH:12][CH:13]=3)[C:7]([O:9][CH3:10])=[O:8])[S:3][CH:21]=2)[CH:24]=[CH:25][CH:26]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 27786872-Bromo-3'-trifluoromethoxyacetophenoneHCID 23279244Methyl 3-carbamothioylbenzoate

Product 1

HCID 18613812Methyl 3-[4-(3-trifluoromethoxyphenyl)-2-thiazolyl]benzoateYield 34%

Procedure

In the same manner as in Example 28, methyl 3-thiocarbamoylbenzoate was reacted with 3-trifluoromethoxyphenacyl bromide to obtain methyl 3-[4-(3-trifluoromethoxyphenyl)-2-thiazolyl]benzoate. The product was recrystallized from ethanol. Yield: 34%. Colorless prisms. Melting point: 84 to 85° C.

Sources & evidence

ORD record
ord-afaa23b1415f431aaba2402cfc99bcb0
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