Efficient synthesis of bifenazate

被引：10

作者：

Chee, Gaik-Lean ^{[1
]}

机构：

[1] Crompton Co Cie, Res Labs, Guelph, ON N1H 6N3, Canada

来源：

SYNTHETIC COMMUNICATIONS | 2006年 / 36卷 / 15期

关键词：

bifenazate; diisopropyl azodicarboxylate; fluoroalcohols; 4-methoxybiphenyl; nitromethane;

D O I：

10.1080/00397910600636683

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of bifenazate using a two-step procedure has been accomplished with an overall yield of 26%. The procedure involved the Lewis acid-catalyzed electrophilic aromatic substitution of 4-methoxybiphenyl with diisopropyl azodicarcoxylate (DIAD) to give a hydrazinedicarboxylate intermediate that was then subjected to a decarboxylation reaction to give bifenazate.

引用

页码：2151 / 2156

页数：6

共 14 条

[1] ZrCl4-promoted halogen migration during an electrophilic amination of halogenated phenols [J].

Bombek, S ;

Lenarsic, R ;

Kocevar, M ;

Saint-Jalmes, L ;

Desmurs, JR ;

Polanc, S .

CHEMICAL COMMUNICATIONS, 2002, (14) :1494-1495

[2]

CHEE G, 2001, SYNLETT, V10, P1593

[3]

CHEE GL, 2000, Patent No. 6093843

[4] The discovery of bifenazate, a novel carbazate acaricide [J].

Dekeyser, MA ;

McDonald, PT ;

Angle, GW .

CHIMIA, 2003, 57 (11) :702-704

[5]

DEKEYSER MA, 2000, CAN CHEM NEWS, V52, P11

[6]

DEKEYSER MA, 1994, Patent No. 5367093

[7]

JIN H, 2001, Patent No. 6278022

[8] PARA-DIRECTED AMINATION OF ELECTRON-RICH ARENES WITH BIS(2,2,2-TRICHLOROETHYL) AZODICARBOXYLATE [J].

LEBLANC, Y ;

BOUDREAULT, N .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (13) :4268-4271

[9] AMINATION OF ARENES WITH ELECTRON-DEFICIENT AZODICARBOXYLATES [J].

MITCHELL, H ;

LEBLANC, Y .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (03) :682-687

[10]

PARK SB, 2004, Patent No. 6706895

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