Benzenesulfonyl chloride → HCID 20066939, compound

HRID 358616Notes

Reaction equation

HRID 358616 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]#[N:11].[C:12]1([S:18](Cl)(=[O:20])=[O:19])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>N1C=CC=CC=1>[C:12]1([S:18]([NH:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][C:2]#[N:1])(=[O:20])=[O:19])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 7369Benzenesulfonyl chlorideHCID 22625327HCID 22625327, compound

Product 1

HCID 20066939HCID 20066939, compoundYield 19.4%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent2×

Procedure

A solution of 9-aminononanenitrile (2.0 g) in pyridine (60 ml) was treated with benzenesulphonyl chloride (2.29 g) in pyridine (10 ml). The solution was stirred for 18 hours when 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 (0.74 g) as a low melting solid.

Workup

  1. customwas 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-1831ccc7cc8646419a5066ee3ced3597
Source dataset
uspto-grants-1991_03
Patent number
US04997847

Reaction notes

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