1-Bromodecane → 1-Decyl-3,5-dimethyl-1,2,4-triazole

HRID 53468

Reaction equation

HRID 53468 reaction equation
[CH3:1][C:2]1[N:6]=[C:5]([CH3:7])[NH:4][N:3]=1.Br[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[OH-].[Na+]>CN(C)C=O.O>[CH2:9]([N:3]1[C:2]([CH3:1])=[N:6][C:5]([CH3:7])=[N:4]1)[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

6

Reactant 3

HCID 81731-BromodecaneHCID 14798Sodium HydroxideHCID 1390011H-1,2,4-Triazole, 3,5-dimethyl-

Product 1

HCID 190476431-Decyl-3,5-dimethyl-1,2,4-triazole

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 3,5-dimethyl-1,2,4-triazole (6.0 parts; 0.062 mol ex (b) above) and 1-bromodecane (14.4 parts; 0.065 mol) in dimethylformamide (16 ml) was heated together at 120° C. for 23 hours. The cooled reaction mixture was diluted with water (100 ml), a solution of sodium hydroxide (2.62 parts; 0.065 mol) in water (100 ml) added, and the product extracted into ether (3×50 ml). After drying over magnesium sulphate the solution was evaporated to yield a pale yellow oil (3.3 parts; 22% theory).

Workup

  1. customThe cooled reaction mixture
  2. extractionthe product extracted into ether (3×50 ml)
  3. dry with materialAfter drying over magnesium sulphate the solution
  4. customwas evaporated
  5. customto yield a pale yellow oil (3.3 parts; 22% theory)

Sources & evidence

ORD record
ord-3009bdd309704dabb6eaebb5c0730e1c
Source dataset
uspto-grants-1997_04
Patent number
US05620595

Linked notes

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