FIELD: biochemistry.
SUBSTANCE: invention relates to a process for the preparation of 2-(pyridine-3-yl)thiazoles. Process involves (i) reacting compound (I) with compound (II) to produce compound (III), wherein said reaction is carried out in a polar protic solvent at ambient pressure, followed by (ii) cyclizing compound (III) using a dehydrating agent to produce compound (IV). Dehydrating agent is selected from the group consisting of POCl3, H2SO4, SOCl2, P2O5, polyphosphoric acid, p-toluene sulfonic acid, trifluoroacetic anhydride or a mixture thereof, and said cyclization is carried out at an ambient pressure and a temperature of from 60 °C to 120 °C, wherein (A) R1 is H; (B) R2 is (C1-C6) alkyl; (C) R3 is H or (C1-C6) alkyl; and (D) R4 is H, (C1-C6) alkyl or cyclopropyl. Method further involves halogenating said R3 in compound (IV) to F, Cl, Br or I in a polar solvent at a temperature of from 0 °C to ambient temperature. (I) (II) (III) (IV).
EFFECT: technical result is a method for the preparation of 2-(pyridin-3-yl)thiazoles, intended as intermediates for the synthesis of pesticidal thiazole amides.
7 cl, 3 ex
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Authors
Dates
2018-03-21—Published
2013-05-30—Filed