3-Bromopropionitrile → HCID 178511215, compound

HRID 1073818Notes

Reaction equation

HRID 1073818 reaction equation
[SH:1][C:2]1[S:3][C:4]([SH:7])=[N:5][N:6]=1.Br[CH2:9][CH2:10][C:11]#[N:12]>C(O)C.[OH-].[Na+]>[C:11]([CH2:10][CH2:9][S:1][C:2]1[S:3][C:4]([SH:7])=[N:5][N:6]=1)#[N:12]

Participants

5

Reactant 2

HCID 170203-BromopropionitrileHCID 178418558HCID 178418558, compound

Product 1

HCID 178511215HCID 178511215, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

2,5-Dimercapto-1,3,4-thiadiazole (7.50 g) was dissolved in a mixture of 50 ml of ethanol and 50 ml of 1N-sodium hydroxide solution to which 4.15 ml of 3-bromopropionitrile was added under stirring. After stirring for 48 hours at room temperature, the mixture was concentrated under reduced pressure. The concentrate was extracted with ethyl acetate. The extract was dried over sodium sulfate and distilled off to remove the solvent. The residue was washed with ethyl ether to give 7.74 g of 2-(2-cyanoethylthio)-5-mercapto-1,3,4-thiadiazole as yellow crystals.

Workup

  1. additionwas added
  2. stirringAfter stirring for 48 hours at room temperature
  3. concentrationthe mixture was concentrated under reduced pressure
  4. extractionThe concentrate was extracted with ethyl acetate
  5. dry with materialThe extract was dried over sodium sulfate
  6. distillationdistilled off
  7. customto remove the solvent
  8. washThe residue was washed with ethyl ether

Sources & evidence

ORD record
ord-423d19e67a0349829909687b72593698
Source dataset
uspto-grants-1990_11
Patent number
US04971963

Reaction notes

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