Invention Grant
- Patent Title: Process for the preparation of insecticidal phenylhydrazine derivatives
- Patent Title (中): 杀虫剂苯肼衍生物的制备方法
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Application No.: US430961Application Date: 1999-11-01
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Publication No.: US6166243APublication Date: 2000-12-26
- Inventor: Haihong Jin , Joseph A. Feiccabrino
- Applicant: Haihong Jin , Joseph A. Feiccabrino
- Applicant Address: CT Middlebury
- Assignee: CK Witco Corporation
- Current Assignee: CK Witco Corporation
- Current Assignee Address: CT Middlebury
- Main IPC: C07C241/04
- IPC: C07C241/04 ; C07C243/24 ; C07C269/04 ; C07C231/02
Abstract:
Disclosed herein is a method for making compounds having the structural formulae (I) or (II): ##STR1## wherein: X is a) phenyl; lower phenylalkoxy; phenoxy; or benzyl; or b) one substituent from group a) and one or more substituents selected from C.sub.1 -C.sub.4 alkoxy; hydroxyl; halogen; lower alkyl; and lower alkylthio; or c) along with the phenyl to which it is attached, forms a multiple fused ring heterocycle such as dibenzofuranyl; Y is H, C.sub.1 -C.sub.4 alkanoyl, C.sub.1 -C.sub.4 haloalkanoyl dialkoxyphosphoryl, alkylaminocarbonyl, haloalkylsulfonyl, or C.sub.1 -C.sub.4 alkoxy carbonyl; and R is H, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.3 -C.sub.6 cycloalkoxy, haloalkyl, alkoxyalkyl, arylalkoxy, alkenyl, alkylthio, alkoxycarbonyl, alkylamino, heteroaryl, arylalkyl, haloalkoxy, aryloxy, or C.sub.3 -C.sub.6 cycloalkyl; and Z is O or S, wherein the process comprises the steps of:A) selecting as a starting material a compound of the structural formula ##STR2## B) reacting compound III with sodium nitrite in the presence of HCl to form the diazonium salt IV ##STR3## C) adding compound IV to freshly prepared alkali metal sulfite prepared by purging sulfur dioxide into an alkali metal hydroxide until the pH is between 7.3 and 7.5, thereby forming compound V ##STR4## D) reducing compound V with an alkali metal dithionite to form compound VI ##STR5## E) hydrolyzing compound VI under aid conditions to form compound VII ##STR6## and F) acylating compound VII to form compound I.
Public/Granted literature
- US6060547A Film forming foundation Public/Granted day:2000-05-09
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