Triethylamine → (2-Aminothiophen-3-YL)(4-fluorophenyl)methanone

HRID 1081328Notes

Reaction equation

HRID 1081328 reaction equation
[F:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([CH2:8][C:9]#[N:10])=[O:7])=[CH:4][CH:3]=1.O[CH:14]1[CH2:19]SC(O)C[S:15]1.C(N(CC)CC)C>C(O)C>[NH2:10][C:9]1[S:15][CH:14]=[CH:19][C:8]=1[C:6](=[O:7])[C:5]1[CH:4]=[CH:3][C:2]([F:1])=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 983301,4-Dithiane-2,5-diolHCID 2783172p-Fluorobenzoylacetonitrile

Product 1

HCID 11074943(2-Aminothiophen-3-YL)(4-fluorophenyl)methanoneYield 116.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 4-fluorobenzoylacetonitrile (2.84 g), 2,5-dihydroxy-1,4-dithian (1.31 g), triethylamine (2.2 ml) and ethanol (15 ml) was stirred for 40 minutes at 50° C. The reaction mixture was cooled to give 2-amino-3-(4-fluorobenzoyl)thiophene as yellow crystals (2.22 g).

Workup

  1. temperatureThe reaction mixture was cooled

Sources & evidence

ORD record
ord-4b7be0d1bb0146f59fbbcff5ad2a712d
Source dataset
uspto-grants-1996_12
Patent number
US05585385

Reaction notes

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