WO2010058421A3 - A process for synthesis of 2, 4-dichloro-5- fluoroacetophenone (dcfa) - Google Patents

A process for synthesis of 2, 4-dichloro-5- fluoroacetophenone (dcfa) Download PDF

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Publication number
WO2010058421A3
WO2010058421A3 PCT/IN2009/000652 IN2009000652W WO2010058421A3 WO 2010058421 A3 WO2010058421 A3 WO 2010058421A3 IN 2009000652 W IN2009000652 W IN 2009000652W WO 2010058421 A3 WO2010058421 A3 WO 2010058421A3
Authority
WO
WIPO (PCT)
Prior art keywords
dcfa
dichloro
synthesis
fluoroacetophenone
dichlorofluorobenzene
Prior art date
Application number
PCT/IN2009/000652
Other languages
French (fr)
Other versions
WO2010058421A2 (en
Inventor
Sisir Mandal
Narendra Patil
Inamdur Suleman
Vinod More
Prashant Puri
Original Assignee
Aditya Birla Science & Technology Co. Ltd.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Aditya Birla Science & Technology Co. Ltd. filed Critical Aditya Birla Science & Technology Co. Ltd.
Publication of WO2010058421A2 publication Critical patent/WO2010058421A2/en
Publication of WO2010058421A3 publication Critical patent/WO2010058421A3/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
    • C07C201/06—Preparation of nitro compounds
    • C07C201/12—Preparation of nitro compounds by reactions not involving the formation of nitro groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
    • C07C45/46—Friedel-Crafts reactions
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/78—Separation; Purification; Stabilisation; Use of additives
    • C07C45/81—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation

Abstract

A process for synthesis of 2,4-dichloro-5-fluoro acetophenone (DCFA) is disclosed. The process comprises first reacting 3,4-dichloronitrobenzene with potassium fluoride having bulk density in the range of 0.2 to 1.3, to form a fluorinated intermediate product, then reacting the intermediate product with chlorine to form dichlorofluorobenzene and finally acylating dichlorofluorobenzene using an acylating agent to form a mixture containing DCFA along with impurities, followed by purification and enrichment of DCFA in the mixture by melt crystallization.
PCT/IN2009/000652 2008-11-18 2009-11-17 A process for synthesis of 2, 4-dichloro-5- fluoroacetophenone (dcfa) WO2010058421A2 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
IN2433MU2008 2008-11-18
IN2433/MUM/2008 2008-11-18
IN1671/MUM/2009 2009-07-20
IN1671MU2009 2009-07-20

Publications (2)

Publication Number Publication Date
WO2010058421A2 WO2010058421A2 (en) 2010-05-27
WO2010058421A3 true WO2010058421A3 (en) 2012-05-03

Family

ID=42198603

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IN2009/000652 WO2010058421A2 (en) 2008-11-18 2009-11-17 A process for synthesis of 2, 4-dichloro-5- fluoroacetophenone (dcfa)

Country Status (1)

Country Link
WO (1) WO2010058421A2 (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102796003B (en) * 2012-07-11 2014-05-28 常州大学 Preparation method of 2-fluoro-4,5-dichloronitrobenzene
CN104496772B (en) * 2014-12-26 2016-08-17 浙江林江化工股份有限公司 The purification process of 2,4-bis-chloro-5-fluoro acetophenone mother solution
WO2022099439A1 (en) * 2020-11-10 2022-05-19 杭州臻挚生物科技有限公司 Preparation method for 2,4,5-trifluorophenylacetic acid
CN115650831B (en) * 2022-12-26 2023-03-28 山东国邦药业有限公司 Synthetic method of 2, 4-dichloro-5-fluoro acetophenone

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2042507A (en) * 1978-10-05 1980-09-24 Boots Co Ltd Preparation of fluoronitrobenzenes
EP0088423A2 (en) * 1982-03-08 1983-09-14 Daikin Kogyo Co., Ltd. Fluoroketones and cyclic condensation products thereof
EP0309789A1 (en) * 1987-09-08 1989-04-05 Sterling Winthrop Inc. 4-Oxo-3-quinolinecarboxylic acids useful as antibacterial agents and preparation thereof
EP0355719A1 (en) * 1988-08-26 1990-02-28 Asahi Glass Company Ltd. Process for producing chlorofluorobenzenes
US5227545A (en) * 1991-10-11 1993-07-13 Hoechst Aktiengesellschaft Process for the preparation of 2,4-dichlorofluorobenzene

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2042507A (en) * 1978-10-05 1980-09-24 Boots Co Ltd Preparation of fluoronitrobenzenes
EP0088423A2 (en) * 1982-03-08 1983-09-14 Daikin Kogyo Co., Ltd. Fluoroketones and cyclic condensation products thereof
EP0309789A1 (en) * 1987-09-08 1989-04-05 Sterling Winthrop Inc. 4-Oxo-3-quinolinecarboxylic acids useful as antibacterial agents and preparation thereof
EP0355719A1 (en) * 1988-08-26 1990-02-28 Asahi Glass Company Ltd. Process for producing chlorofluorobenzenes
US5227545A (en) * 1991-10-11 1993-07-13 Hoechst Aktiengesellschaft Process for the preparation of 2,4-dichlorofluorobenzene

Also Published As

Publication number Publication date
WO2010058421A2 (en) 2010-05-27

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