Acetic Acid → HCID 178460814, compound

HRID 617013Notes

Reaction equation

HRID 617013 reaction equation
[CH2:1]([SH:4])[CH:2]=[CH2:3].[OH-].[Na+].C([O:9][C:10]([NH:12][N:13]([CH2:16][CH3:17])[C:14]#[N:15])=O)C.C(O)(=O)C>O>[CH2:16]([N:13]1[C:14]([S:4][CH2:1][CH:2]=[CH2:3])=[N:15][C:10]([OH:9])=[N:12]1)[CH3:17]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 13367Allyl MercaptanHCID 14798Sodium HydroxideHCID 53744342HCID 53744342, compound

Product 1

HCID 178460814HCID 178460814, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

244 g of allyl mercaptan is added to a solution of 132 g of sodium hydroxide in 750 ml of water, and subsequently at room temperature 514 g of 2-ethyl-2-cyanohydrazinecarboxylic acid ethyl ester is added dropwise. After one hour's refluxing, there is added to the cooled solution 198 g of glacial acetic acid. The oily phase is separated and concentrated in vacuo to dryness. There is obtained 260 g (43% of theory) of 1-ethyl-5-allylthio-3-hydroxy-1,2,4-triazole, m.p. 74°-76° C.

Workup

  1. temperatureAfter one hour's refluxing
  2. customThe oily phase is separated
  3. concentrationconcentrated in vacuo to dryness

Sources & evidence

ORD record
ord-8c11a8d1c4824912a8f79e74229734ad
Source dataset
uspto-grants-1978_02
Patent number
US04076938

Reaction notes

Loading…