Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1248860Generated: November 1, 2026

Azobisisobutyronitrile → Tebuconazole

https://huagongshe.com/reaction/1248860

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
Reactant1H-1,2,4-TriazoleHCID 9257—
ReactantSodium HydroxideHCID 14798—
Reactant2-tert-Butyl-2-(2-(4-chlorophenyl)ethyl)oxiraneHCID 94684—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductTebuconazoleHCID 8610285.8%

Reaction Conditions

Temperature120 °C

Reaction Steps

4.15 g (0.103 mole) of sodium hydroxide and a spatula-tip of azo-bis-isobutyronitrile were added to a solution of 71.55 g (0.3 mole) of 2-tert.-butyl-2-(4-chloro-phenyl-ethyl)-oxirane in 10 ml of N-methylpyrrolidone. The mixture was heated to 120° C. and a solution of 20.7 g (0.3 mole) of 1,2,4-triazole was added dropwise in the course of 3 hours, with stirring. The mixture was then stirred at 120° C. for a further hour and then allowed to cool. Thereafter, it was worked up by a procedure in which the N-methyl-pyrrolidone was distilled off at a bath temperature of 100° C. under a pressure of 0.2 mbar and the residue which remained was washed with water and then dried and stirred with 150 ml of benzine. The solid product which deposited was filtered off and dried again. 78.9 g (85.8% of theory) of 1-(4-chloro-phenyl)-4,4-dimethyl-3-(1,2,4-triazol-1-yl-methyl)-pentan-3-ol were obtained in this manner.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04626594
Source datasetuspto-grants-1986_12
ORD IDord-eede497dc5964b2db073400ffddca3de
Source noteuspto-grants-1986_12