Sodium ethoxide → HCID 178505707, compound

HRID 1248935Notes

Reaction equation

HRID 1248935 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][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]=[CH:14][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 202257234-(3'-Fluorobenzyl)-1-formyl-3-thiosemicarbazide

Product 1

HCID 178505707HCID 178505707, compoundYield 41.8%

Procedure

The crude 4-(3'-fluorobenzyl)-1-formyl-3-thiosemicarbazide (1.3 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 0.5 g (41%) of 4-(3'-fluorobenzyl)-1,2,4-triazole-3-thiol, m.p.: 124°-125° 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-d5a0fe54876d46ae9ec61e943a593952
Source dataset
uspto-grants-1986_12
Patent number
US04628059

Reaction notes

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