Propargyl bromide → HCID 178460787, compound

HRID 973046Notes

Reaction equation

HRID 973046 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 2 1/2 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 2 1/2 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-b9af6eeaef3d4949b3a2c4ee27fa4a94
Source dataset
uspto-grants-1977_10
Patent number
US04054664

Reaction notes

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