Ammonia → HCID 14514399, compound

HRID 1493225Notes

Reaction equation

HRID 1493225 reaction equation
[N:1]1([CH:6]([C:10]2[S:11][CH:12]=[C:13](Br)[CH:14]=2)[CH2:7][CH2:8][CH3:9])[CH:5]=[CH:4][N:3]=[CH:2]1.[Cu][C:17]#[N:18].N>CN1CCCC1>[N:1]1([CH:6]([C:10]2[S:11][CH:12]=[C:13]([C:17]#[N:18])[CH:14]=2)[CH2:7][CH2:8][CH3:9])[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 14514398HCID 14514398, compoundHCID 178418546HCID 178418546, compound

Product 1

HCID 14514399HCID 14514399, compoundYield 78.1%

Reagents, catalysts & solvents 1

HCID 84541-MethylpyrrolidineSolvent

Conditions

Temperature
180 °C

Procedure

0.3 g of 2-[1-(1-imidazolyl)-butyl]-4-bromothiophene is dissolved in 5 ml of N-methylpyrrolidine and mixed with 0.3 g of copper(I) cyanide and stirred for 5 hours at 180° C. Then the reaction mixture is poured into 100 ml of dilute ammonia solution and extracted with ethyl acetate. The ethyl acetate phase is concentrated by evaporation in a vacuum and distilled on a bulb tube, boiling point 180° C./0.03 mbar. 0.190 g of 2-[1-(1-imidazolyl)-butyl]-thiophene-4-carbonitrile is obtained.

Workup

  1. extractionextracted with ethyl acetate
  2. concentrationThe ethyl acetate phase is concentrated by evaporation in a vacuum
  3. distillationdistilled on a bulb tube

Sources & evidence

ORD record
ord-9a462244ca534bfaba03f18e0e7bbdd3
Source dataset
uspto-grants-1991_06
Patent number
US05021434

Reaction notes

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