2-Aminothiophene → Ethyl 2-(2-bromo-4,5-difluorobenzoyl)-3-(2-thienyl)acrylate

HRID 2232081Notes

Reaction equation

HRID 2232081 reaction equation
[Br:1][C:2]1[CH:19]=[C:18]([F:20])[C:17]([F:21])=[CH:16][C:3]=1[C:4]([C:6](=[CH:12]OCC)[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5].N[C:23]1[S:24][CH:25]=[CH:26][CH:27]=1>C(O)C>[Br:1][C:2]1[CH:19]=[C:18]([F:20])[C:17]([F:21])=[CH:16][C:3]=1[C:4]([C:6](=[CH:12][C:23]1[S:24][CH:25]=[CH:26][CH:27]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5]

Participants

4

Reactant 2

HCID 973732-AminothiopheneHCID 54231265Ethyl 2-(2-bromo-4,5-difluorobenzoyl)-3-ethoxyacrylate

Product 1

HCID 54013434Ethyl 2-(2-bromo-4,5-difluorobenzoyl)-3-(2-thienyl)acrylateYield 74.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of ethyl 2-(2-bromo-4,5-difluorobenzoyl)-3-ethoxyacrylate (1.1 g) in ethanol (10 ml) is added portionwise 2-aminothiophene (0.3 g). After stirring the mixture at room temperature for 30 minutes, the precipitated crystals are separated by filtration to give ethyl 2-(2-bromo-4,5-difluorobenzoyl)-3-(2-thienyl)acrylate (0.9 g).

Workup

  1. customthe precipitated crystals are separated by filtration

Sources & evidence

ORD record
ord-34bcd9e5b6644ed7a25647359f605edf
Source dataset
uspto-grants-1988_11
Patent number
US04786649

Reaction notes

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