4-Chlorobenzenesulfonyl chloride → HCID 20066983, compound

HRID 358614Notes

Reaction equation

HRID 358614 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]#[N:11].[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([S:19](Cl)(=[O:21])=[O:20])=[CH:15][CH:14]=1>N1C=CC=CC=1>[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([S:19]([NH:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][C:2]#[N:1])(=[O:21])=[O:20])=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 73984-Chlorobenzenesulfonyl chlorideHCID 22625327HCID 22625327, compound

Product 1

HCID 20066983HCID 20066983, compoundYield 16.4%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 9-aminononanenitrile (2.0 g) in pyridine (60 ml) was treated with 4-chlorobenzenesulphonyl chloride (2.74 g) in portions. The solution was stirred for 18 hours then the solvent was removed in vacuo. The residue was dissolved in dilute hydrochloric acid and extracted with chloroform. The chloroform extract was dried over magnesium sulphate, the solvent was removed and the residue was chromatographed on silica gel eluted with chloroform to give the title compound (0.7 g) as a low melting solid.

Workup

  1. customthe solvent was removed in vacuo
  2. dissolutionThe residue was dissolved in dilute hydrochloric acid
  3. extractionextracted with chloroform
  4. extractionThe chloroform extract
  5. dry with materialwas dried over magnesium sulphate
  6. customthe solvent was removed
  7. customthe residue was chromatographed on silica gel
  8. washeluted with chloroform

Sources & evidence

ORD record
ord-28baaad2c3df4837ad040f8b6b2b467c
Source dataset
uspto-grants-1991_03
Patent number
US04997847

Reaction notes

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