Propylamine → HCID 19681138, compound

HRID 1828876Notes

Reaction equation

HRID 1828876 reaction equation
[CH2:1]([NH2:4])[CH2:2][CH3:3].C(N(CC)CC)C.[CH2:12]([S:16](Cl)(=[O:18])=[O:17])[CH2:13][CH2:14][CH3:15]>C(Cl)Cl>[CH2:12]([S:16]([NH:4][CH2:1][CH2:2][CH3:3])(=[O:18])=[O:17])[CH2:13][CH2:14][CH3:15]

Participants

5

Reactant 3

HCID 7852PropylamineHCID 8471TriethylamineHCID 754301-Butanesulfonyl chloride

Product 1

HCID 19681138HCID 19681138, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6.9 ml of n-propylamine (4.9 g, 84 mmol) and 11.6 ml of triethylamine (8.5 g, 84 mmol) were dissolved at room temperature in 85 ml of methylene chloride. Likewise at room temperature 10.9 ml of n-butanesulfonyl chloride (13.1 g, 84 mmol) were added dropwise to this solution over the course of 1 h. After 20 h of stirring the reaction mixture was washed twice with 50 ml of water. The organic phase was dried over magnesium sulphate, the methylene chloride was distilled off and the oily residue which remained was dried in vacuo. This gave 13.5 g of the target compound, whose constitution was verified by NMR spectroscopy.

Workup

  1. washwas washed twice with 50 ml of water
  2. dry with materialThe organic phase was dried over magnesium sulphate
  3. distillationthe methylene chloride was distilled off
  4. customthe oily residue which remained was dried in vacuo

Sources & evidence

ORD record
ord-cbcf6e5141434696a704d0ed5fd2f37e
Source dataset
uspto-grants-2006_06
Patent number
US07060817B2

Reaction notes

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