RU96100855A - METHOD OF OBTAINING 5-SUBSTITUTED 2-CHLORPYRIDINE - Google Patents

METHOD OF OBTAINING 5-SUBSTITUTED 2-CHLORPYRIDINE

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Publication number
RU96100855A
RU96100855A RU96100855/04A RU96100855A RU96100855A RU 96100855 A RU96100855 A RU 96100855A RU 96100855/04 A RU96100855/04 A RU 96100855/04A RU 96100855 A RU96100855 A RU 96100855A RU 96100855 A RU96100855 A RU 96100855A
Authority
RU
Russia
Prior art keywords
acetenamide
carried out
general formula
dialkylformamide
interaction
Prior art date
Application number
RU96100855/04A
Other languages
Russian (ru)
Other versions
RU2154060C2 (en
Inventor
ЙЕЛИХ Клаус
ЛИНДЕЛЬ Ханс
МАННХАЙМС Кристоф
ЛАНТШ Райнхард
МЕРЦ Вальтер
Original Assignee
Байер Аг
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
Priority claimed from DE19501478A external-priority patent/DE19501478A1/en
Application filed by Байер Аг filed Critical Байер Аг
Publication of RU96100855A publication Critical patent/RU96100855A/en
Application granted granted Critical
Publication of RU2154060C2 publication Critical patent/RU2154060C2/en

Links

Claims (6)

1. Способ получения 5-замещенного-2-хлорпиридина общей формулы I
Figure 00000001

где R - незамещенные или замещенные алкил и аралкил,
взаимодействием ацетенамида общей формулы II
Figure 00000002

где R имеет вышеуказанное значение, а
R1 - алкил с 1 - 4 атомами углерода или арилалкил с 1 - 4 атомами углерода в алкильной части,
с реактивом Фильсмайера, образующимся взаимодействием формамида общей формулы III
Figure 00000003

где R2 и R3 - линейный или разветвленный или циклический алкил с 4 - 8 атомами углерода, с агентом хлорирования, отличающийся тем, что избыточный агент хлорирования удаляют перегонкой или добавлением диалкилформамида из реакционной смеси после окончания взаимодействия реактива Фильсмайера с ацетенамидом общей формулы II.1. The method of obtaining 5-substituted-2-chloropyridine of General formula I
Figure 00000001

where R is unsubstituted or substituted alkyl and aralkyl,
the interaction of acetenamide of General formula II
Figure 00000002

where R has the above meaning, and
R 1 - alkyl with 1 to 4 carbon atoms or arylalkyl with 1 to 4 carbon atoms in the alkyl part,
with Filsmayr reagent, formed by the interaction of formamide of general formula III
Figure 00000003

where R 2 and R 3 - linear or branched or cyclic alkyl with 4 to 8 carbon atoms, with a chlorinating agent, characterized in that the excess chlorinating agent is removed by distillation or by adding dialkylformamide from the reaction mixture after the interaction of Filsmayr reagent with acetenamide of general formula II. 2. Способ по п.1, отличающийся тем, что реакцию осуществляют в среде инертного органического растворителя. 2. The method according to claim 1, characterized in that the reaction is carried out in an inert organic solvent. 3. Способ по п. 1, отличающийся тем, что процесс осуществляют при молярном соотношении ацетенамида формулы II и диалкилформамида формулы III, равном 1 : 1 - 1 : 1,5. 3. The method according to p. 1, characterized in that the process is carried out at a molar ratio of acetenamide of formula II and dialkylformamide of formula III, equal to 1: 1 - 1: 1.5. 4. Способ по п. 1, отличающийся тем, что процесс осуществляют при параллельном добавлении к растворителю смеси диалкилформамида и ацетенамида, а также фосгена. 4. The method according to p. 1, characterized in that the process is carried out with a parallel addition to the solvent of a mixture of dialkylformamide and acetenamide, as well as phosgene. 5. Способ по п.1, отличающийся тем, что после окончания добавления избыточный агент хлорирования отгоняют при температуре ниже 50oС.5. The method according to claim 1, characterized in that after the end of the addition, the excess chlorinating agent is distilled off at a temperature below 50 o C. 6. Способ по п.1, отличающийся тем, что процесс осуществляют непрерывно. 6. The method according to claim 1, characterized in that the process is carried out continuously.
RU96100855/04A 1995-01-19 1996-01-18 Method of synthesis of 5-substituted 2-chloropyridine RU2154060C2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19501478.2 1995-01-19
DE19501478A DE19501478A1 (en) 1995-01-19 1995-01-19 Process for the preparation of 2-chloropyridines substituted in the 5-position

Publications (2)

Publication Number Publication Date
RU96100855A true RU96100855A (en) 1998-03-27
RU2154060C2 RU2154060C2 (en) 2000-08-10

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
RU96100855/04A RU2154060C2 (en) 1995-01-19 1996-01-18 Method of synthesis of 5-substituted 2-chloropyridine

Country Status (18)

Country Link
US (1) US5648495A (en)
EP (1) EP0722934B1 (en)
JP (1) JP4502225B2 (en)
KR (1) KR100362229B1 (en)
CN (1) CN1090182C (en)
AT (1) ATE197293T1 (en)
AU (1) AU702997B2 (en)
BR (1) BR9600151A (en)
CA (1) CA2167351A1 (en)
CZ (1) CZ291402B6 (en)
DE (2) DE19501478A1 (en)
DK (1) DK0722934T3 (en)
ES (1) ES2151087T3 (en)
HU (1) HU216268B (en)
IL (1) IL116768A (en)
RU (1) RU2154060C2 (en)
TW (1) TW426670B (en)
ZA (1) ZA96396B (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19539074C2 (en) * 1995-10-20 1998-07-30 Bayer Ag Process for the preparation of 2-chloropyridines substituted in the 5-position
US5892050A (en) * 1998-01-28 1999-04-06 American Cyanamid Company Process for the preparation of pyridine dicarboxylate derivatives
CN102285913A (en) * 2010-06-18 2011-12-21 北京英力精化技术发展有限公司 Synthesis method of CMP (2-chloro-5-methylpyridine)
EP2816031A1 (en) * 2013-06-18 2014-12-24 Saltigo GmbH Method for manufacturing 2,3-Dichloropyridine
CN113185455B (en) * 2020-01-14 2022-11-22 新发药业有限公司 Preparation method of 2-hydroxy-6-trifluoromethylpyridine
CN113402452B (en) * 2021-07-29 2022-08-02 上海垚翀化工科技有限公司 Method for preparing 2-chloro-5-substituted pyridine

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4504664A (en) * 1983-05-20 1985-03-12 Ici Americas Inc. 2-Piperidones
DE4020052A1 (en) * 1990-06-23 1992-01-02 Bayer Ag METHOD FOR PRODUCING 2-CHLORINE-5-METHYL-PYRIDINE
DE4039750A1 (en) * 1990-12-13 1992-06-17 Basf Ag METHOD FOR REMOVING PHOSGEN FROM EXHAUST GAS
DE4217021A1 (en) * 1991-12-13 1993-06-17 Bayer Ag METHOD FOR PRODUCING 5-SUBSTITUTED 2-CHLORINE PYRIDINES
DE4234637A1 (en) * 1992-10-14 1994-04-21 Bayer Ag Process for the preparation of 2-substituted 5-alkyl-pyridines

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