Azane;hydrate → HCID 14514397, compound

HRID 1493224Notes

Reaction equation

HRID 1493224 reaction equation
[N:1]1([CH:6]([C:10]2[S:11][C:12](Br)=[CH:13][CH:14]=2)[CH2:7][CH2:8][CH3:9])[CH:5]=[CH:4][N:3]=[CH:2]1.[Cu][C:17]#[N:18].O.N>CN1CCCC1>[N:1]1([CH:6]([C:10]2[S:11][C:12]([C:17]#[N:18])=[CH:13][CH:14]=2)[CH2:7][CH2:8][CH3:9])[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

5

Reactant 3

HCID 12896473Azane;hydrateHCID 14514396HCID 14514396, compoundHCID 178418546HCID 178418546, compound

Product 1

HCID 14514397HCID 14514397, compoundYield 30.8%

Reagents, catalysts & solvents 1

HCID 84541-MethylpyrrolidineSolvent

Conditions

Temperature
180 °C

Procedure

0.04 g of bromine compound (of example 1) is dissolved in 2 ml of N- methylpyrrolidine, 0.05 g of copper(I) cyanide is added and stirred under argon for 5 hours at 180° C. Ammonia water is added to the reaction solution and then extracted with ethyl acetate. The organic phase is concentrated by evaporation in a vacuum and the remaining oil is distilled on a bulb tube, boiling point 180° C./0.03 mbar. 0.01 g of 5-[1-(1-imidazolyl)-butyl]thiophene-2-carbonitrile is obtained.

Workup

  1. extractionextracted with ethyl acetate
  2. concentrationThe organic phase is concentrated by evaporation in a vacuum
  3. distillationthe remaining oil is distilled on a bulb tube

Sources & evidence

ORD record
ord-08163908a69c4e96a00fd0572e65d1ff
Source dataset
uspto-grants-1991_06
Patent number
US05021434

Reaction notes

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