Furan-2-carboxylic acid (1-amino-2-benzenesulfonyl-ethylidene)-hydrazide → HCID 178527402, compound

HRID 277010Notes

Reaction equation

HRID 277010 reaction equation
[NH2:1][C:2](=[N:13][NH:14][C:15]([C:17]1[O:18][CH:19]=[CH:20][CH:21]=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[O: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 86757843Furan-2-carboxylic acid (1-amino-2-benzenesulfonyl-ethylidene)-hydrazide

Product 1

HCID 178527402HCID 178527402, compoundYield 66.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

105 g (0.34 mol) Furan-2-carboxylic acid (1-amino-2-benzenesulfonyl-ethylidene)-hydrazide were heated at 200° C. for 20 minutes. The molten mass was then cooled, dissolved in 250 ml hot ethanol and stirred overnight at room temperature. The precipitated crystals were filtered off and dried to yield 65.7 g (66%) 3-benzenesulfonylmethyl-5-furan-2-yl-1H-[1,2,4]triazole as white crystals with mp. 185-186° C., MS m/e (%): 290 (M+H+, 100).

Workup

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

Sources & evidence

ORD record
ord-2936633937d748caad5e01aa24ba521f
Source dataset
uspto-grants-2002_03
Patent number
US06355653B1

Reaction notes

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