p-Toluenesulfonic acid → HCID 13236902, compound

HRID 1648856Notes

Reaction equation

HRID 1648856 reaction equation
O[C:2]1([Cl:12])[CH:10]=[C:9]([Cl:11])[CH:8]=[CH:7][CH:3]1[CH2:4][CH2:5][NH2:6].CN(C)/[CH:15]=[N:16]/[N:17]=[CH:18]/N(C)C.C1(C)C=CC(S(O)(=O)=[O:30])=CC=1>C1(C)C=CC=CC=1>[OH:30][CH:4]([C:3]1[CH:7]=[CH:8][C:9]([Cl:11])=[CH:10][C:2]=1[Cl:12])[CH2:5][N:6]1[CH:18]=[N:17][N:16]=[CH:15]1

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 9613942N'-((Dimethylamino)methylene)-N,N-dimethylformohydrazonamideHCID 70524258HCID 70524258, compound

Product 1

HCID 13236902HCID 13236902, compoundYield 200.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 1.5 g (0.007 m) of 2-hydroxy-2,4-dichlorophenethyl amine, 1.5 g (0.01 m) of N,N-dimethylformamide azine, 0.5 g of toluene p-sulfonic acid in 50 ml of toluene is heated under reflux overnight. Solvent is evaporated under reduced pressure. The residue is taken up in methylene chloride and the free base is purified by converting it to its hydrochloride salt and back neutralized with ammonium hydroxide solution to give 1.5 g of product.

Workup

  1. temperatureis heated
  2. temperatureunder reflux overnight
  3. customSolvent is evaporated under reduced pressure
  4. customthe free base is purified

Sources & evidence

ORD record
ord-2ddcb10d8ab2493c8328c1ba276f2ab3
Source dataset
uspto-grants-1983_11
Patent number
US04414210

Reaction notes

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