4-Toluenesulfonyl chloride → HCID 23368703, compound

HRID 374629Notes

Reaction equation

HRID 374629 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([C:9](=[O:15])[CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])[CH:3]=1.[S:16](Cl)([C:19]1[CH:25]=[CH:24][C:22]([CH3:23])=[CH:21][CH:20]=1)(=[O:18])=[O:17]>N1C=CC=CC=1>[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][S:16]([C:19]2[CH:25]=[CH:24][C:22]([CH3:23])=[CH:21][CH:20]=2)(=[O:18])=[O:17])=[C:4]([C:9](=[O:15])[CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])[CH:3]=1

Participants

4

Reactant 2

HCID 73974-Toluenesulfonyl chlorideHCID 23368706HCID 23368706, compound

Product 1

HCID 23368703HCID 23368703, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture containing 15 g of 4-chloro-2-hexanoylaniline and 10.5 g of tosyl chloride is heated in 100 ml of pyridine at 100° C. overnight. The solvent is evaporated off, the residue is taken up with hydrochloric water and extracted with methylene chloride and the extract is dried and concentrated. The crude reaction product crystallizes from isopropyl ether to give 14.5 g.

Workup

  1. customThe solvent is evaporated off
  2. extractionextracted with methylene chloride
  3. customthe extract is dried
  4. concentrationconcentrated
  5. customThe crude reaction product
  6. customcrystallizes from isopropyl ether
  7. customto give 14.5 g

Sources & evidence

ORD record
ord-1965cf4c736e42e88e8f6d03dcbcae5b
Source dataset
uspto-grants-1996_01
Patent number
US05481005

Reaction notes

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