Propargyl bromide → HCID 178460787, compound

HRID 127209Notes

Reaction equation

HRID 127209 reaction equation
[CH2:1](Br)[C:2]#[CH:3].[SH:5][C:6]1[NH:10][N:9]=[C:8]([CH:11]([CH3:13])[CH3:12])[N:7]=1>C[O-].[Na+]>[CH:11]([C:8]1[N:7]=[C:6]([S:5][CH2:3][C:2]#[CH:1])[NH:10][N:9]=1)([CH3:13])[CH3:12]

Participants

4

Reactant 2

HCID 7842Propargyl bromideHCID 178440451HCID 178440451, compound

Product 1

HCID 178460787HCID 178460787, compound

Reagents, catalysts & solvents 1

HCID 10942334Sodium MethoxideSolvent

Procedure

11.9 g. Prop-2-ynyl bromide was added to a solution of 14.3 g. 5-mercapto-3-isopropyl-1,2,4-triazole in sodium methoxide solution (2.3 g. sodium dissolved in 200 ml. methanol). Then the solution was boiled under reflux for 21/2 hours. The solvent was evaporated under reduced pressure from the steam bath and the residual solid triturated with 500 ml. cold water, filtered off and dried under vacuum to give 3-isopropyl-5-prop-2-ynylthio-1,2,4-triazole which was purified by recrystallisation in the presence of charcoal, from petroleum ether (boiling point 80°-100° C.). The melting point of the product was 91°-92° C.

Workup

  1. temperatureunder reflux for 21/2 hours
  2. customThe solvent was evaporated under reduced pressure from the steam bath
  3. customthe residual solid triturated with 500 ml
  4. filtrationcold water, filtered off
  5. customdried under vacuum

Sources & evidence

ORD record
ord-8abdebcdab1a4bd08165a90d4c5b163d
Source dataset
uspto-grants-1981_03
Patent number
US04255435

Reaction notes

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