Sodium ethoxide → HCID 178493646, compound

HRID 1248941Notes

Reaction equation

HRID 1248941 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:13]=[C:14]([F:18])[C:15]=1[O:16][CH3:17])[CH2:5][NH:6][C:7](=[S:12])[NH:8][NH:9][CH:10]=O.[O-]CC.[Na+].[Na]>C(O)C>[F:1][C:2]1[CH:3]=[C:4]([CH:13]=[C:14]([F:18])[C:15]=1[O:16][CH3:17])[CH2:5][N:6]1[CH:10]=[N:9][N:8]=[C:7]1[SH:12]

Participants

5

Reactant 3

HCID 2723922Sodium ethoxideHCID 5360545SodiumHCID 20225719HCID 20225719, compound

Product 1

HCID 178493646HCID 178493646, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The crude 4-(3',5'-difluoro-4'-methoxybenzyl)-1-formyl-3-thiosemicarbazide (7.3 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-hexane to yield 4.4 g (65%) of 4-(3',5'-difluoro-4'-methoxybenzyl)-1,2,4-triazole-3-thiol, m.p.: 124°-126° 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-hexane

Sources & evidence

ORD record
ord-bfb836283c2c430aa05c60b3ea0c54ab
Source dataset
uspto-grants-1986_12
Patent number
US04628059

Reaction notes

Loading…