Triethylamine → 3-(2-Chloroethanesulfonyl)-N-[2-(ethenylsulfanyl)ethyl]propanamide

HRID 1112129Notes

Reaction equation

HRID 1112129 reaction equation
[Cl:1][CH2:2][CH2:3][S:4]([CH2:7][CH2:8][C:9](Cl)=[O:10])(=[O:6])=[O:5].[CH:12]([S:14][CH2:15][CH2:16][NH2:17])=[CH2:13].C(N(CC)CC)C>ClCCl>[Cl:1][CH2:2][CH2:3][S:4]([CH2:7][CH2:8][C:9]([NH:17][CH2:16][CH2:15][S:14][CH:12]=[CH2:13])=[O:10])(=[O:6])=[O:5]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 136683973-(2-Chloroethanesulfonyl)propanoyl chlorideHCID 14979952HCID 14979952, compound

Product 1

HCID 227651493-(2-Chloroethanesulfonyl)-N-[2-(ethenylsulfanyl)ethyl]propanamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 5.92 g 3-(2-chloroethylsulphonyl)-propionyl chloride in 75 ml dichloromethane was treated dropwise with a solution of 2.65 g 2-vinylthioethylamine and 2.6 g triethylamine in dichlormethane. After 2 hours, the solution was evaporated and the residue recrystallised from aqueous ethanol. Yield 6.1 g; Mp. 102° to 103° C.

Workup

  1. customthe solution was evaporated
  2. customthe residue recrystallised from aqueous ethanol

Sources & evidence

ORD record
ord-6ce456efd65440eb8daf4be7e6766374
Source dataset
uspto-grants-1978_10
Patent number
US04120898

Reaction notes

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