4-Toluenesulfonyl chloride → HCID 23368703, compound

HRID 1901800Notes

Reaction equation

HRID 1901800 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-19d194c3e875474dbb3acd5327057e48
Source dataset
uspto-grants-1996_11
Patent number
US05578633

Reaction notes

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