Chlorosuccinimide → HCID 20195427, compound

HRID 653066Notes

Reaction equation

HRID 653066 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][C:10]#[N:11])=[CH:4][CH:3]=1.[Cl:12]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Cl:12][CH:9]([S:8][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=1)[C:10]#[N:11]

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 2778374[(4-Chlorophenyl)sulfanyl]acetonitrile

Product 1

HCID 20195427HCID 20195427, compoundYield 10.6%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

Into a 500 ml four-necked round bottom flask equipped with a stirrer, a thermometer, and a condenser, are placed 300 ml of carbon tetrachloride and 55 g (0.3 mole) of p-chlorophenylthioacetonitrile. To this mixture is added 40 g (0.3 mole) of N-chlorosuccinimide in small portions. The reaction mixture is stirred at room temperature overnight. The white solid which forms is filtered and the filtrate is concentrated under vacuum to give 6.95 g of desired product.

Workup

  1. customInto a 500 ml four-necked round bottom flask equipped with a stirrer
  2. filtrationThe white solid which forms is filtered
  3. concentrationthe filtrate is concentrated under vacuum

Sources & evidence

ORD record
ord-88ec04252fff4f2d815425ea01651d54
Source dataset
uspto-grants-1987_06
Patent number
US04675316

Reaction notes

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