Ethanesulfonylchloride, 2-chloro- → HCID 13799778, compound

HRID 1906383Notes

Reaction equation

HRID 1906383 reaction equation
Cl[CH2:2][CH2:3][S:4](Cl)(=[O:6])=[O:5].[NH2:8][C:9]([CH3:13])([CH3:12])[C:10]#[N:11]>C(Cl)Cl>[CH3:12][C:9]([NH:8][S:4]([CH:3]=[CH2:2])(=[O:6])=[O:5])([CH3:13])[C:10]#[N:11]

Participants

4

Reactant 2

HCID 15385Ethanesulfonylchloride, 2-chloro-HCID 880222-Amino-2-methylpropionitrile

Product 1

HCID 13799778HCID 13799778, compoundYield 92.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred mixture of 8.0 g (0.049 mole) 2-chloroethylsulfonyl chloride in 200 ml methylene chloride, cooled by an ice bath, 8.3 g (0.098 mole) 2-amino-2-methyl-propionitrile were added dropwise. The reaction mixture was then stirred at room temperature overnight. The reaction mixture was washed twice with equal portions (about 200 ml) water, dried over magnesium sulfate, filtered and stripped to give a semi-solid. The semi-solid was triturated with ethyl ether/acetone and filtered to remove salts. The filtrate was stripped to give 7.9 g of the above-identified product as an amber oil.

Workup

  1. temperaturecooled by an ice bath
  2. washThe reaction mixture was washed twice with equal portions (about 200 ml) water
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. customto give a semi-solid
  6. customThe semi-solid was triturated with ethyl ether/acetone
  7. filtrationfiltered
  8. customto remove salts

Sources & evidence

ORD record
ord-72d44d8a80a24b84b84fb96969487f0a
Source dataset
uspto-grants-1987_03
Patent number
US04652556

Reaction notes

Loading…