4-Bromobutyronitrile → HCID 85930160, compound

HRID 1395129Notes

Reaction equation

HRID 1395129 reaction equation
Br[CH2:2][CH2:3][CH2:4][C:5]#[N:6].[Cl:7][C:8]1[CH:18]=[CH:17][C:11]([CH2:12][NH:13][C:14](=[S:16])[S-:15])=[CH:10][CH:9]=1.[NH4+]>CN(C)C=O>[C:5]([CH2:4][CH2:3][CH2:2][S:16][C:14](=[S:15])[NH:13][CH2:12][C:11]1[CH:17]=[CH:18][C:8]([Cl:7])=[CH:9][CH:10]=1)#[N:6]

Participants

4

Reactant 2

HCID 214124-BromobutyronitrileHCID 15811499HCID 15811499, compound

Product 1

HCID 85930160HCID 85930160, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To 37.5 g. of 4-bromobutyronitrile in 350 ml. of absolute dimethylformamide were added, while cooling with ice, 53.7 g. of ammonium (N-4-chlorobenzyl)dithiocarbamate and the mixture was stirred overnight at room temperature. After evaporation in vacuo, the product was taken up in ethyl acetate, washed with water, dried, concentrated and the residue crystallized from diethyl ether/diisopropyl ether, whereby 48.2 g. of 3-cyanopropyl(p-chlorobenzyl)dithiocarbamate having a melting point of 61°-63° C. were obtained.

Workup

  1. temperaturewhile cooling with ice, 53.7 g
  2. customAfter evaporation in vacuo
  3. washwashed with water
  4. customdried
  5. concentrationconcentrated
  6. customthe residue crystallized from diethyl ether/diisopropyl ether, whereby 48.2 g

Sources & evidence

ORD record
ord-601135409a4948cfb8b3135244c7e76d
Source dataset
uspto-grants-1980_05
Patent number
US04202832

Reaction notes

Loading…