Dichloromethane → 2-Chloro-N-cyclopropylmethyl-N-propyl-3-oxo-butanamide

HRID 1057769Notes

Reaction equation

HRID 1057769 reaction equation
[CH:1]1([CH2:4][N:5]([CH2:12][CH2:13][CH3:14])[C:6](=[O:11])[CH2:7][C:8](=[O:10])[CH3:9])[CH2:3][CH2:2]1.S(Cl)([Cl:18])(=O)=O.C(Cl)Cl>C(Cl)(Cl)Cl>[Cl:18][CH:7]([C:8](=[O:10])[CH3:9])[C:6]([N:5]([CH2:4][CH:1]1[CH2:2][CH2:3]1)[CH2:12][CH2:13][CH3:14])=[O:11]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 24648Sulfuryl chlorideHCID 18672242N-Cyclopropylmethyl-N-propyl-3-oxo-butanamide

Product 1

HCID 186722442-Chloro-N-cyclopropylmethyl-N-propyl-3-oxo-butanamide

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A stirred solution of N-cyclopropylmethyl-N-propyl-3-oxo-butanamide (scheme 2: (H)) (900 mg, 4.57 mmoles) in chloroform (30 mL) at 0° C. was treated with sulfuryl chloride (1M in methylene chloride, 5.48 mL, 5.48 mmoles). The mixture was stirred at room temperature for 30 minutes and then poured into methylene chloride and washed with 5% sodium bicarbonate solution, brine, and dried over Na2SO4. The solution was concentrated in vacuo and the crude product used without further purification.

Workup

  1. washwashed with 5% sodium bicarbonate solution, brine
  2. dry with materialdried over Na2SO4
  3. concentrationThe solution was concentrated in vacuo
  4. customthe crude product used without further purification

Sources & evidence

ORD record
ord-db412722ed2e42db97cb006b4e7bcf09
Source dataset
uspto-grants-2003_02
Patent number
US06515005B2

Reaction notes

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