N'-((Dimethylamino)methylene)-N,N-dimethylformohydrazonamide → 4-[2-(2,4-Dichlorophenyl)hexyl]-1,2,4-triazole

HRID 1613254Notes

Reaction equation

HRID 1613254 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH:9]([CH2:12][CH2:13][CH2:14][CH3:15])[CH2:10][NH2:11].CN(C)/[CH:18]=[N:19]/[N:20]=[CH:21]/N(C)C>C1(C)C=CC=CC=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH:9]([CH2:12][CH2:13][CH2:14][CH3:15])[CH2:10][N:11]1[CH:21]=[N:20][N:19]=[CH:18]1

Participants

5

Reactant 2

HCID 9613942N'-((Dimethylamino)methylene)-N,N-dimethylformohydrazonamideHCID 197756212-(2,4-Dichlorophenyl)hexyl amine

Product 1

HCID 197756484-[2-(2,4-Dichlorophenyl)hexyl]-1,2,4-triazoleYield 125.7%

Reagents, catalysts & solvents 2

HCID 6101p-Toluenesulfonic acidCatalystHCID 1140TolueneSolvent

Procedure

A mixture of 10 g (0.04 mole) of 2-(2,4-dichlorophenyl)hexyl amine, 5.7 g (0.04 mole) of N,N-dimethyl formamide azine and 0.5 g of p-toluene sulfonic acid in 100 ml of dry toluene is heated under reflux for 16 hours. The solvent is evaporated to give 15 g of a white solid which can be further purified by recrystallization from benzene to give 7.5 g of pure product.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 16 hours
  3. customThe solvent is evaporated

Sources & evidence

ORD record
ord-8560d98a17e54eb7ab30058e62439338
Source dataset
uspto-grants-1993_03
Patent number
US05192783

Reaction notes

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