Invention Application
US20100121091A1 Processes of preparing asymmetric dinitrobenzamide mustard compounds, intermediate compounds useful therein and products obtained therefrom
审中-公开
制备不对称二硝基苯甲酰胺芥末化合物的方法,其中使用的中间体化合物和由其获得的产物
- Patent Title: Processes of preparing asymmetric dinitrobenzamide mustard compounds, intermediate compounds useful therein and products obtained therefrom
- Patent Title (中): 制备不对称二硝基苯甲酰胺芥末化合物的方法,其中使用的中间体化合物和由其获得的产物
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Application No.: US12310484Application Date: 2007-09-04
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Publication No.: US20100121091A1Publication Date: 2010-05-13
- Inventor: Graham John Atwell , William Alexander Denny , Shangjin Yang
- Applicant: Graham John Atwell , William Alexander Denny , Shangjin Yang
- Applicant Address: NZ Auckland
- Assignee: AUCKLAND UNISERVICES LIMITED
- Current Assignee: AUCKLAND UNISERVICES LIMITED
- Current Assignee Address: NZ Auckland
- Priority: NZ549659 20060904
- International Application: PCT/NZ2007/000253 WO 20070904
- Main IPC: C07C303/28
- IPC: C07C303/28 ; C07F9/09

Abstract:
The invention relates to methods of preparing compounds of formula (II) wherein Z represents —OR1 or N(R2)R2a—, where R1 is lower alkylene (C1-C6), R2 is lower alkyl or H and R2a is lower alkylene (C1-C6) or H; Q is absent when R2a is H and is otherwise selected from the group consisting of H, —OH and protected forms of —OH; one of X and Y is halogen and the other is —OSO2R3, where R3 is selected from the group consisting of lower alkyl (C1-C6), phenyl and CH2phenyl. The method comprises the steps of: (a) reacting a compound of formula (I) with aziridineethanol or a 2-[(2-haloethyl)amino]ethanol in the presence of a metal halide, to form a compound of the formula (III) wherein one of X and E is halogen and the other is hydroxy, and (b) reacting the compound of formula (III) with an alkyl- or arylsulfonyl halide or alkyl- or arylsulfonyl anhydride to obtain a compound of the formula (II). The invention also relates to methods of preparing compounds of formula (IV) from the compounds of formula (II) so obtained, and to novel compounds of formula (IIb) useful as intermediates in these methods.
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