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IL104737A - Process and intermediates for the preparation of 2-chloro-5-methyl-pyridine - Google Patents

Process and intermediates for the preparation of 2-chloro-5-methyl-pyridine

Info

Publication number
IL104737A
IL104737A IL10473793A IL10473793A IL104737A IL 104737 A IL104737 A IL 104737A IL 10473793 A IL10473793 A IL 10473793A IL 10473793 A IL10473793 A IL 10473793A IL 104737 A IL104737 A IL 104737A
Authority
IL
Israel
Prior art keywords
chloro
methylpyridine
formula
preparation
intermediates
Prior art date
Application number
IL10473793A
Other versions
IL104737A0 (en
Original Assignee
Bayer Ag
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 Bayer Ag filed Critical Bayer Ag
Publication of IL104737A0 publication Critical patent/IL104737A0/en
Publication of IL104737A publication Critical patent/IL104737A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/72—Nitrogen atoms
    • C07D213/73—Unsubstituted amino or imino radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/61—Halogen atoms or nitro radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyridine Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

A novel process is provided for the preparation of 2-chloro-5-methylpyridine of the formula (I) <IMAGE> from 3-methylpyridine-1-oxide, of the formula (II), <IMAGE> and phosgene (COCl2), which is characterised in that, in a first step, the 3-methylpyridine-1-oxide is reacted with trimethylamine and then with phosgene, if appropriate in the presence of a diluent, at temperatures between -30 DEG C and +50 DEG C, and the novel intermediate trimethyl(5-methylpyridin-2-yl)ammonium chloride of the formula (III) <IMAGE> which is formed in this process is isolated as a crude intermediate or, if desired, further purified, and, in a second step, this intermediate of the formula (III) is reacted with phosgene at temperatures between 50 DEG C and 150 DEG C. 2-Chloro-5-methylpyridine (I) is known as an intermediate for pharmaceuticals and insecticides.
IL10473793A 1992-02-19 1993-02-16 Process and intermediates for the preparation of 2-chloro-5-methyl-pyridine IL104737A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE4204920 1992-02-19
DE4212595A DE4212595A1 (en) 1992-02-19 1992-04-15 METHOD FOR PRODUCING 2-CHLORINE-5-METHYL-PYRIDINE

Publications (2)

Publication Number Publication Date
IL104737A0 IL104737A0 (en) 1993-06-10
IL104737A true IL104737A (en) 1997-02-18

Family

ID=25911972

Family Applications (1)

Application Number Title Priority Date Filing Date
IL10473793A IL104737A (en) 1992-02-19 1993-02-16 Process and intermediates for the preparation of 2-chloro-5-methyl-pyridine

Country Status (12)

Country Link
EP (1) EP0556683B1 (en)
JP (1) JP3186886B2 (en)
CN (2) CN1040431C (en)
AT (1) ATE137221T1 (en)
BR (1) BR9300596A (en)
DE (2) DE4212595A1 (en)
DK (1) DK0556683T3 (en)
ES (1) ES2085661T3 (en)
HK (1) HK1009445A1 (en)
HU (1) HU209859B (en)
IL (1) IL104737A (en)
MX (1) MX9300555A (en)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4311247A1 (en) * 1993-04-06 1994-10-13 Bayer Ag Process for the preparation of 2-halogenopyridine derivatives
US5502194A (en) * 1992-02-19 1996-03-26 Bayer Aktiengesellschaft Process for the preparation of 2-halogeno-pyridine derivatives
US5744608A (en) * 1995-09-08 1998-04-28 Nippon Soda Co., Ltd. Method for manufacturing 3-(aminomethyl)-6-chloropyridines
CN101260076B (en) * 2007-03-08 2012-04-11 南京红太阳生物化学有限责任公司 Preparation method of 2-chloro-5-methylpyridine
EP2730561B1 (en) 2010-04-06 2015-10-14 Nippon Soda Co., Ltd. Methods to prepare haloalkyl nitrogen-containing heterocyclic compounds
KR101897307B1 (en) * 2010-12-02 2018-09-10 네르비아노 메디칼 사이언시스 에스.알.엘. Process for the preparation of morpholinyl anthracycline derivatives
CN102219732B (en) * 2011-04-22 2013-04-17 安徽国星生物化学有限公司 Preparation method for 2-chlorine-5-methylpyridine compound
CN102977008A (en) * 2012-11-08 2013-03-20 安徽国星生物化学有限公司 Synthetic method of 2-chloro-5-methylpyridine
AR097683A1 (en) * 2013-09-26 2016-04-06 Lilly Co Eli COMPOUNDS AND USE FOR THE PREPARATION OF TAU IMAGE TRAINING AGENTS AND FORMULATIONS FOR TAU IMAGE FORMATION
CN108467357B (en) * 2018-05-28 2020-04-17 江苏扬农化工集团有限公司 Method for preparing 2-chloro-5-methylpyridine
CN112409245A (en) * 2020-11-16 2021-02-26 单县欣润化工有限公司 2-chloro-5-trifluoromethylpyridine synthesis method and system
CN115010657B (en) * 2022-07-18 2024-01-23 江苏瑞祥化工有限公司 Method for preparing 2-chloro-5-methylpyridine through continuous flow
CN116354876A (en) * 2023-03-31 2023-06-30 四川大学 Synthesis method of high-purity 2-chloro-5-methylpyridine

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4020055A1 (en) * 1990-01-18 1991-07-25 Bayer Ag METHOD FOR PRODUCING SUBSTITUTED 2-CHLORINE PYRIDINES
DE4020053A1 (en) * 1990-01-31 1991-08-01 Bayer Ag METHOD FOR PRODUCING 2-CHLORINE-5-METHYL-PYRIDINE
DE4020052A1 (en) * 1990-06-23 1992-01-02 Bayer Ag METHOD FOR PRODUCING 2-CHLORINE-5-METHYL-PYRIDINE

Also Published As

Publication number Publication date
ATE137221T1 (en) 1996-05-15
CN1040431C (en) 1998-10-28
JP3186886B2 (en) 2001-07-11
CN1186805A (en) 1998-07-08
DE59302304D1 (en) 1996-05-30
BR9300596A (en) 1993-08-24
JPH07252226A (en) 1995-10-03
CN1075476A (en) 1993-08-25
HK1009445A1 (en) 1999-06-04
ES2085661T3 (en) 1996-06-01
HU9300445D0 (en) 1993-05-28
EP0556683A1 (en) 1993-08-25
HU209859B (en) 1994-11-28
CN1083434C (en) 2002-04-24
DK0556683T3 (en) 1996-08-12
MX9300555A (en) 1993-09-01
EP0556683B1 (en) 1996-04-24
HUT64028A (en) 1993-11-29
DE4212595A1 (en) 1993-08-26
IL104737A0 (en) 1993-06-10

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Legal Events

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