p-Toluenesulfonic acid → HCID 178478027, compound

HRID 1648882Notes

Reaction equation

HRID 1648882 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][CH:9]=[CH:8][C:3]=1[C:4](=[N:6][OH:7])[NH2:5].[Cl:12][C:13]1[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=1[CH:15]=O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:11]=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]1[NH:5][CH:15]([C:14]2[CH:17]=[CH:18][CH:19]=[CH:20][C:13]=2[Cl:12])[O:7][N:6]=1

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 69962-ChlorobenzaldehydeHCID 37487062-chloro-N'-hydroxybenzene-1-carboximidamide

Product 1

HCID 178478027HCID 178478027, compoundYield 24%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2-Chlorobenzamidoxime (3.4 g), 2-chlorobenzaldehyde (2.8 g), p-toluenesulphonic acid (1 g) and toluene (100 ml) were heated to reflux for 16 hours in Dean and Stark apparatus. The solution was then run down, and the residue was recrystallised from methanol to give 1.4 g of desired product, mp 75°-78° C.

Workup

  1. temperatureto reflux for 16 hours in Dean and Stark apparatus
  2. customthe residue was recrystallised from methanol

Sources & evidence

ORD record
ord-88e816c6c6514b34a705e646a2e217ab
Source dataset
uspto-grants-1983_11
Patent number
US04414221

Reaction notes

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