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

HRID 277105Notes

Reaction equation

HRID 277105 reaction equation
[NH2:1][C:2](=[N:13][NH:14][C:15](=O)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[F:22])[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:21]=[CH:20][CH:19]=[CH:18][C:17]=3[F:22])[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 867578502-Fluoro-benzoic acid (1-amino-2-benzenesulfonyl-ethylidene)-hydrazide

Product 1

HCID 1785273973-benzenesulfonylmethyl-5-(2-fluoro-phenyl)-1H-[1,2,4]triazoleYield 86%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

14 g (0.042 mol) 2-fluoro-benzoic acid (1-amino-2-benzenesulfonyl-ethylidene)-hydrazide were heated at 210° C. for 20 minutes. The molten mass was then cooled, dissolved in 40 ml hot ethanol and stirred overnight at room temperature. The precipitated crystals were filtered off and dried to yield 11.4 g (86%) 3-benzenesulfonylmethyl-5-(2-fluoro-phenyl)-1H-[1,2,4]triazole as beige solid, MS m/e (%): 317 (M+, 2), 253(68), 176(100), 122(61).

Workup

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

Sources & evidence

ORD record
ord-25b06decc91e405c987ea5616c2a91d3
Source dataset
uspto-grants-2002_03
Patent number
US06355653B1

Reaction notes

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