Hydrochloric Acid → HCID 178419067, compound

HRID 6933Notes

Reaction equation

HRID 6933 reaction equation
[C:1]1([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:6]=[CH:5][C:4]([C:7]([NH:9][NH:10][C:11]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[F:20])=[S:12])=O)=[CH:3][CH:2]=1.Cl>[OH-].[Na+]>[C:1]1([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:6]=[CH:5][C:4]([C:7]2[N:13]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[F:20])[C:11]([SH:12])=[N:10][N:9]=2)=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 94687361-(Biphenyl-4-carbonyl)-4-(2-fluorophenyl)thiosemicarbazide

Product 1

HCID 178419067HCID 178419067, compoundYield 97.4%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

1-(Biphenyl-4-carbonyl)-4-(2-fluorophenyl)thiosemicarbazide (12.1 g) was suspended in aqueous 2 mol/liter sodium hydroxide solution (300 ml), and refluxed under heating for 3 hours. After the reaction solution was cooled to ambient temperature, the solution was neutralized under ice cooling with conc. hydrochloric acid. The precipitate was filtered and washed with water, to afford 5-biphenyl-4-yl-4-(2-fluorophenyl)-4H-1,2,4-triazole-3-thiol as pale yellow solid (11.2 g, 97%). The physico-chemical values are as follows.

Workup

  1. temperaturerefluxed
  2. temperatureunder heating for 3 hours
  3. filtrationThe precipitate was filtered
  4. washwashed with water

Sources & evidence

ORD record
ord-815da08f3f394f2f9fe1d635be980f9a
Source dataset
uspto-grants-2006_08
Patent number
US07084164B2

Reaction notes

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