Sodium ethoxide → HCID 178505926, compound

HRID 1248938Notes

Reaction equation

HRID 1248938 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:13]=[C:14]([F:16])[CH:15]=1)[CH2:5][NH:6][C:7](=[S:12])[NH:8][NH:9][CH:10]=O.[O-]CC.[Na+]>>[F:1][C:2]1[CH:3]=[C:4]([CH:13]=[C:14]([F:16])[CH:15]=1)[CH2:5][N:6]1[CH:10]=[N:9][N:8]=[C:7]1[SH:12]

Participants

3

Reactant 2

HCID 2723922Sodium ethoxideHCID 202257224-(3',5'-Difluorobenzyl)-1-formyl-3-thiosemicarbazide

Product 1

HCID 178505926HCID 178505926, compoundYield 71%

Procedure

The crude 4-(3',5'-difluorobenzyl)-1-formyl-3-thiosemicarbazide (3.5 g) was refluxed overnight in a solution of sodium ethoxide (from sodium (0.3 g) in ethanol (25 ml.)). The reaction was filtered, evaporated to dryness, and diluted with water. The aqueous solution was acidified to pH 3-4 with 10% hydrochloric acid, and the precipitate was collected by filtration and recrystallized from ethanol-water to yield 2.3 g (71%) of 4-(3',5'-difluorobenzyl)-1,2,4-triazole-3-thiol after recrystallization from water, m.p.: 129°-130° C.

Workup

  1. filtrationThe reaction was filtered
  2. customevaporated to dryness
  3. additiondiluted with water
  4. filtrationthe precipitate was collected by filtration
  5. customrecrystallized from ethanol-water

Sources & evidence

ORD record
ord-2ac4cdb34a904801b0a6be4121fbb0ee
Source dataset
uspto-grants-1986_12
Patent number
US04628059

Reaction notes

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