Nicotinic acid (1-amino-2-benzenesulfonyl-ethylidene)-hydrazide → 3-(5-benzenesulfonylmethyl-2H-[1,2,4]triazol-3-yl)-pyridine

HRID 277113Notes

Reaction equation

HRID 277113 reaction equation
[NH2:1][C:2](=[N:13][NH:14][C:15](=O)[C:16]1[CH:21]=[CH:20][CH:19]=[N:18][CH:17]=1)[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:16]3[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=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 86757853Nicotinic acid (1-amino-2-benzenesulfonyl-ethylidene)-hydrazide

Product 1

HCID 1785274013-(5-benzenesulfonylmethyl-2H-[1,2,4]triazol-3-yl)-pyridine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

15.0 g (0.047 mol) nicotinic acid (1-amino-2-benzenesulfonyl-ethylidene)-hydrazide were heated at 220° C. for 20 minutes. The molten mass was then cooled, dissolved in 100 ml hot ethanol and stirred overnight at room temperature. The precipitated crystals were filtered off and dried to yield 13.6 g (96%)) 3-(5-benzenesulfonylmethyl-2H-[1,2,4]triazol-3-yl)-pyridine as white solid, MS m/e (%): 300 (M+, 8), 236(99), 159 (100), 105(43), 77(35).

Workup

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

Sources & evidence

ORD record
ord-0f438b0e2f2c4cfebc36b730bdd70ee5
Source dataset
uspto-grants-2002_03
Patent number
US06355653B1

Reaction notes

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