Ethanesulfonylchloride, 2-chloro- → HCID 13799778, compound

HRID 1906387Notes

Reaction equation

HRID 1906387 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>[C:10]([C:9]([NH:8][S:4]([CH:3]=[CH2:2])(=[O:6])=[O:5])([CH3:13])[CH3:12])#[N:11]

Participants

4

Reactant 2

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

Product 1

HCID 13799778HCID 13799778, compoundYield 104.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 39.3 g (0.241 mole) 2-chloroethylsulfonyl chloride in 250 ml methylene chloride at 0° C. under N2, 63.09 g (0.75 moles) 2-amino-2-methyl-propionitrile was added dropwise over several hours. The solution was allowed to come to room temperature overnight and then was heated to reflux for one hour, was cooled to room temperature and filtered. The filtrate was evaporated to give 44 g of a yellow oil. One half, 22 g, of the oil was chromatographed to give 21 g of the above-identified product.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for one hour
  3. filtrationfiltered
  4. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-0a0d6f57950547c9b6cc15b5490f3421
Source dataset
uspto-grants-1987_03
Patent number
US04652556

Reaction notes

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