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US 11,649,204 B2Granted
Process for the preparation of trifloxystrobin
AssigneeHikal Limited
InventorsKamlesh Kantilal Lodha, Sandip Popatrao Udawant, Deepak Babasaheb Phasage, Lakonda Nagaprasada Rao, Santosh Kumar Ghosh, Sudhir Nambiar
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Abstract
The present invention relates to an improved process for the preparation of trifloxystrobin of formula (I), which is simple, economical, efficient, user and environment friendly, moreover commercially viable with higher yield and chemical purity.
Claims20
An improved process for the preparation of trifloxystrobin of formula (I),
- comprising the steps of:
- a) preparing a 2-methyl benzene diazonium chloride having a formula (2) by reacting 1-amino-2-methylbenzene having a formula (1) with an alkali metal nitrite in the presence of hydrochloric acid;
- b) obtaining a 2-methoxyimino-acetic acid having a formula (4) by reacting 2-oxoacetic acid having a formula (3) with methoxylamine hydrochloride in the presence of a base in a suitable solvent or mixture of solvents thereof;
- c) selectively obtaining (E)-2-methoxyimino-2-(o-tolyl) acetic acid having a formula (5) by reacting a compound of aforesaid formula (2) with a compound of aforesaid formula (4) in the presence of a salt of an acid;
- or a base and a metal sulphate in a suitable solvent or mixture of solvents thereof;
- d) obtaining selectively (E)-2-methoxyimino-2-(o-tolyl)acetic acid methyl ester having a formula (6) by reacting a compound of aforesaid formula (5) with methanol and an acid or thionyl chloride with or without a suitable solvent or mixture of solvents thereof;
- e) selectively obtaining (E)-2-(2-halomethylphenyl)-2-methoxy iminoacetic acid methyl ester having a formula (7) by reacting a compound of aforesaid formula (6) with a metal halogenate or N-bromosuccinimide in presence of a base with or without a catalyst in a suitable solvent or mixture of solvents thereof;
- f) obtaining the trifloxystrobin of formula (I) by reacting a compound of aforesaid formula (7) with a 1-(3-trifluoromethyl-phenyl)-ethanone oxime having a formula (8) in the presence of a base and with or without a phase transfer catalyst in a suitable solvent or mixture of solvents thereof
5 more elements
Dependencies are inferred from the claim text.