GB749718A - Production of 2-methyl-5-ethylpyridine - Google Patents

Production of 2-methyl-5-ethylpyridine

Info

Publication number
GB749718A
GB749718A GB28931/53A GB2893153A GB749718A GB 749718 A GB749718 A GB 749718A GB 28931/53 A GB28931/53 A GB 28931/53A GB 2893153 A GB2893153 A GB 2893153A GB 749718 A GB749718 A GB 749718A
Authority
GB
United Kingdom
Prior art keywords
carried out
aqueous phase
methyl
acid
paraldehyde
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
GB28931/53A
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.)
Celanese Corp
Original Assignee
Celanese Corp
Celanese Corp of America
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 Celanese Corp, Celanese Corp of America filed Critical Celanese Corp
Publication of GB749718A publication Critical patent/GB749718A/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

Landscapes

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

Abstract

2 - Methyl - 5 - ethyl - pyridine is obtained by reacting paraldehyde and ammonia at elevated temperature and pressure, there being added to the reactants a product of the reaction which can be distilled only above the temperature at which 2-methyl-5-ethylpyridine boils under the same pressure. The paraldehyde may be used in the form of the equilibrium mixture obtained by treating acetaldehyde with an acid such as sulphuric acid, e.g. by maintaining acetaldehyde containing 0.1 per cent by weight of sulphuric acid at 20 DEG C. for an hour. Preferably excess ammonia is used and the process is carried out in the presence of an ammonium salt as catalyst. Suitable catalysts are the acetate, chloride, carbonate or sulphate. The reaction is carried out at temperatures in the range 200 DEG to 250 DEG C. in an autoclave capable of withstanding pressures of 500-1000 p.s.i.g. A reactor of stainless steel, preferably chromium-nickel steel, gives improved yields. The process may be carried out batchwise or continuously. When it is carried out continuously it is advisable to have an emulsifying agent, e.g. sorbitan monolaurate or a polyoxyalkylene ether of sorbitan monolaurate, present. The aqueous phase of the product may be extracted, e.g. with chloroform, benzene or ether, and combined with the non-aqueous phase prior to distilling to recover the methylethyl pyridine, and high boilers for re-use. The aqueous phase may in part be recycled with addition of ammonium salt or acid to maintain the catalyst concentration or after removal of water.
GB28931/53A 1952-10-20 1953-10-20 Production of 2-methyl-5-ethylpyridine Expired GB749718A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US749718XA 1952-10-20 1952-10-20

Publications (1)

Publication Number Publication Date
GB749718A true GB749718A (en) 1956-05-30

Family

ID=22122750

Family Applications (1)

Application Number Title Priority Date Filing Date
GB28931/53A Expired GB749718A (en) 1952-10-20 1953-10-20 Production of 2-methyl-5-ethylpyridine

Country Status (1)

Country Link
GB (1) GB749718A (en)

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