Title:
ハロゲン化2-(3-ブテニルスルファニル)-1,3-チアゾールを製造する方法
Document Type and Number:
Japanese Patent JP5087609
Kind Code:
B2
Abstract:
Preparation of 2-((4,4-difluoro- or 3,4,4-trifluoro-3-butenyl)-sulfanyl)-1,3-thiazole (I) involves reacting a 4-substituted 1,1-difluoro- or 1,1,2-trifluorobutene derivative with a thiocyanate to give a butenyl isothiocyanate, converting this into a butenyl dithiocarbamate using hydrogen sulfide and reacting the product with acetaldehyde or chloroacetaldehyde (or their acetals or cyclic acetals). Preparation of halogenated butenylthio-thiazoles of formula (I) involves: (a) reacting a butene derivative of formula (II) with a thiocyanate of formula MSCN (III) (optionally in presence of a reaction auxiliary and/or a diluent) to give an isothiocyanate of formula (IV); (b) converting (IV) into a dithiocarbamate of formula (V) by supplying hydrogen sulfide or its salt (optionally in presence of a reaction auxiliary and/or a diluent); and (c) reacting (V) with acetaldehyde or chloroacetaldehyde or their acetals or cyclic acetals (optionally in presence of an acidic reaction auxiliary and/or a diluent). R = H or F; X = Br, Cl, mesylate or tosylate; and M = H, ammonium, tetraalkylammonium, alkali metal or alkaline earth metal. Independent claims are included for: (1) each of the steps (a) - (c) as an individual process; (2) the intermediates (IV) and (V; R = H) (or its salt) as new compounds.
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Inventors:
Alexander Syutraup
Application Number:
JP2009290564A
Publication Date:
December 05, 2012
Filing Date:
December 22, 2009
Export Citation:
Assignee:
Maksim Chemical Works Limited
International Classes:
C07C333/20; A01N43/78; C07D277/20; C07C21/18; C07C331/04; C07C333/00; C07D277/36; C07B61/00
Domestic Patent References:
| JP59155355A | ||||
| JP9510197A | ||||
| JP63500037A |
Foreign References:
| US3510503 |
Attorney, Agent or Firm:
Yoshio Kawaguchi
Chihiro Watanabe
Katsuma Osaki
Mitsuaki Tsubokura
Chihiro Watanabe
Katsuma Osaki
Mitsuaki Tsubokura