Benzenecarboxylic acid (1-amino-2-benzenesulfonyl-ethylidene)-hydrazide → 3-benzenesulfonylmethyl-5-phenyl-1H-[1,2,4]triazole

HRID 277032Notes

Reaction equation

HRID 277032 reaction equation
[NH2:1][C:2](=[N:13][NH:14][C:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=O)[CH2:3][S:4]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)(=[O:6])=[O:5]>C(O)C>[C:7]1([S:4]([CH2:3][C:2]2[N:1]=[C:15]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[NH:14][N:13]=2)(=[O:6])=[O:5])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

3

Reactant 1

HCID 86757848Benzenecarboxylic acid (1-amino-2-benzenesulfonyl-ethylidene)-hydrazide

Product 1

HCID 1785273983-benzenesulfonylmethyl-5-phenyl-1H-[1,2,4]triazoleYield 75.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

93.1 g (0.29 mol) Benzenecarboxylic acid (1-amino-2-benzenesulfonyl-ethylidene)-hydrazide were heated at 200° C. for 30 minutes. The molten mass was then cooled, dissolved in 500 ml hot ethanol and stirred for 15 hous at room temperature. The precipitated crystals were filtered off and dried to yield 65.6 g (75%) 3-benzenesulfonylmethyl-5-phenyl-1H-[1,2,4]triazole with mp. 141-144° C. MS m/e (%): 299 (M+, 100).

Workup

  1. temperatureThe molten mass was then cooled
  2. filtrationThe precipitated crystals were filtered off
  3. customdried

Sources & evidence

ORD record
ord-75df46af844c4cd7b370a4fa3cefcd29
Source dataset
uspto-grants-2002_03
Patent number
US06355653B1

Reaction notes

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