GB1355719A - Process for the preparation of 3,5-dialkylpyridines - Google Patents

Process for the preparation of 3,5-dialkylpyridines

Info

Publication number
GB1355719A
GB1355719A GB4281971A GB4281971A GB1355719A GB 1355719 A GB1355719 A GB 1355719A GB 4281971 A GB4281971 A GB 4281971A GB 4281971 A GB4281971 A GB 4281971A GB 1355719 A GB1355719 A GB 1355719A
Authority
GB
United Kingdom
Prior art keywords
pyridine
ammonia
reacted
ethyl
give
Prior art date
Legal status (The legal status 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 status listed.)
Expired
Application number
GB4281971A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
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 GB1355719A publication Critical patent/GB1355719A/en
Expired legal-status Critical Current

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
    • C07D213/06—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 containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
    • C07D213/08—Preparation by ring-closure
    • C07D213/09—Preparation by ring-closure involving the use of ammonia, amines, amine salts, or nitriles
    • C07D213/12—Preparation by ring-closure involving the use of ammonia, amines, amine salts, or nitriles from unsaturated compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyridine Compounds (AREA)

Abstract

1355719 3,5-Dialkyl pyridines; α-ethylacrolein BAYER AG 14 Sept 1971 [17 Sept 1970] 42819/71 Heading C2C 3,5-Dialkyl pyridines, in which the alkyl groups are the same or different and have 1-6 carbon atoms, are prepared by reacting an acrolein of the general formula CH 2 = CR<SP>1</SP>CHO in which R<SP>1</SP> is an alkyl group as defined above with ammonia, monomethylamine or dimethylamine, or two or more of such compounds, in the presence of water and/or a C 1 -C 3 alcohol in the liquid phase at a temperature of 180-350‹ C. and at elevated pressure. The process may be carried out in the presence of an acid having a pK of less than 6, e.g. an ammonium chloride, ammonium sulphate or ammonium acetate. In the examples (a) ethylacrolein is reacted with ammonia to give 3,5-diethyl pyridine with some 3-methyl-5-ethyl pyridine; (b) amylacrolein is reacted with ammonia to give 3,5-diamyl pyridine; (c) methyl acrolein is reacted with ammonia to give dimethyl pyridine and (d) ethylacrolein is reacted with ammonia to give 3,5-diethyl pyridine with some 3-ethyl pyridine, 3,5-methyl-ethyl pyridine, 3-ethyl pyridine and 3,5-dimethyl pyridine. Alpha-ethyl acrolein used as starting material is prepared by heating trimethylol propane in the presence of aluminium oxide and under a nitrogen atmosphere.
GB4281971A 1970-09-17 1971-09-14 Process for the preparation of 3,5-dialkylpyridines Expired GB1355719A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19702045884 DE2045884A1 (en) 1970-09-17 1970-09-17 Process for the preparation of 3,5-dialkylpyridines from alpha-alkylsubst. Acrolein

Publications (1)

Publication Number Publication Date
GB1355719A true GB1355719A (en) 1974-06-05

Family

ID=5782629

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4281971A Expired GB1355719A (en) 1970-09-17 1971-09-14 Process for the preparation of 3,5-dialkylpyridines

Country Status (8)

Country Link
AT (1) AT308749B (en)
BE (1) BE772765A (en)
CH (1) CH558356A (en)
DE (1) DE2045884A1 (en)
FR (1) FR2108256A5 (en)
GB (1) GB1355719A (en)
IT (1) IT954135B (en)
NL (1) NL7112694A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH656879A5 (en) * 1981-07-09 1986-07-31 Lonza Ag METHOD FOR PRODUCING 3,5-DIALKYLPYRIDINE.

Also Published As

Publication number Publication date
NL7112694A (en) 1972-03-21
IT954135B (en) 1973-08-30
CH558356A (en) 1975-01-31
FR2108256A5 (en) 1972-05-19
AT308749B (en) 1973-07-25
DE2045884A1 (en) 1972-03-23
BE772765A (en) 1972-03-17

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Legal Events

Date Code Title Description
PS Patent sealed
PLNP Patent lapsed through nonpayment of renewal fees