Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Azobisisobutyronitrile | HCID 6547 | — |
| Reactant | 1H-1,2,4-Triazole | HCID 9257 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-tert-Butyl-2-(2-(4-chlorophenyl)ethyl)oxirane | HCID 94684 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | Tebuconazole | HCID 86102 | 85.8% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04626594 |
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| Source dataset | uspto-grants-1986_12 |
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| ORD ID | ord-eede497dc5964b2db073400ffddca3de |
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| Source note | uspto-grants-1986_12 |
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