Water → HCID 19788744, compound

HRID 1638389Notes

Reaction equation

HRID 1638389 reaction equation
Cl[C:2]([O:4][CH2:5][CH:6]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])=[O:3].C(=O)([O-])[O-].[K+].[K+].[NH:27]1[CH:31]=[N:30][CH:29]=[N:28]1.O>CC(C)=O>[CH2:15]([CH:6]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])[CH2:5][O:4][C:2]([N:27]1[CH:31]=[N:30][CH:29]=[N:28]1)=[O:3])[CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]

Participants

6

Reactant 4

HCID 962WaterHCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 11023129Carbonochloridic acid, 2-hexyldecyl ester

Product 1

HCID 19788744HCID 19788744, compoundYield 67.4%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2-Hexyldecyl chloroformate (90 g) was added during 30 minutes to a stirred suspension of potassium carbonate (41 g), and 1,2,4-triazole (21 g) in acetone (350 ml). During addition the temperature of the reaction mixture rose from ambient (22°) to 40°. The mixture was stirred for 16 hours and then poured into water (750 ml) and extracted with toluene. The toluene solution was distilled giving 1-(2'-hexyldecyloxycarbonyl)-1,2,4-triazole (67.1 g), b.p. 165°-175° at 0.4 mm of mercury.

Workup

  1. additionDuring addition the temperature of the reaction mixture
  2. customrose from ambient (22°) to 40°
  3. extractionextracted with toluene
  4. distillationThe toluene solution was distilled

Sources & evidence

ORD record
ord-9f6b617d1def47f0bf0feb644d9ad707
Source dataset
uspto-grants-1989_11
Patent number
US04879388

Reaction notes

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