GB728699A - Improvements in the production of tertiary amines - Google Patents

Improvements in the production of tertiary amines

Info

Publication number
GB728699A
GB728699A GB32571/52A GB3257152A GB728699A GB 728699 A GB728699 A GB 728699A GB 32571/52 A GB32571/52 A GB 32571/52A GB 3257152 A GB3257152 A GB 3257152A GB 728699 A GB728699 A GB 728699A
Authority
GB
United Kingdom
Prior art keywords
formaldehyde
cyclic
oxazolidone
reacted
reacting
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
GB32571/52A
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.)
BASF SE
Original Assignee
BASF SE
Badische Anilin and Sodafabrik 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 BASF SE, Badische Anilin and Sodafabrik AG filed Critical BASF SE
Publication of GB728699A publication Critical patent/GB728699A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D263/16—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D263/18—Oxygen atoms
    • C07D263/20—Oxygen atoms attached in position 2
    • C07D263/22—Oxygen atoms attached in position 2 with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to other ring carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

A process for the production of tertiary amines consists in reacting (a) cyclic urethanes with (b) formaldehyde or substances splitting off formaldehyde under the conditions of the reaction, and (c) compounds which contain at least one secondary basic-reacting amino group. As cyclic urethanes there are mentioned oxazolidone-(2), oxazinidone-(2) and the seven-membered cyclic urethane of the formula <FORM:0728699/IV (b)/1> and cyclic urethanes having rings of other sizes. Compounds mentioned having a secondary amino group are dimethylamine, diethylamine, methylethylamine, methylpropylamine, dibutylamine, methyldecylamine, pyrrolidine, piperidine, piperazine, morpholine, diethanolamine and N-methylaniline. The reaction may be carried out by mixing all the reactants (usually in about equimolecular proportions) or by first reacting the formaldehyde with the cyclic urethane or with the secondary amine and then introducing the third reactant. The products may be quaternated, e.g. with benzyl chloride. In example (1) oxazolidone-(2), formaldehyde solution and dibutylamine are reacted to give dibutyl-oxazolidonylmethyl-amine. Similarly produced are (2) dimethyl-oxazolidonylmethylamine (which is then quaternated with benzyl chloride), (4) oxazolidonyl-(N)-pyrrolidinyl-(N)-methane, and (5) dimethylamino-oxazinidonyl-methane. In example (3) oxazolidone-(2) and formaldehyde are reacted to give the methylol derivative which is then reacted with diethylamine to give diethyl-oxazolidonylmethylamine.
GB32571/52A 1951-12-29 1952-12-23 Improvements in the production of tertiary amines Expired GB728699A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE728699X 1951-12-29

Publications (1)

Publication Number Publication Date
GB728699A true GB728699A (en) 1955-04-27

Family

ID=6635778

Family Applications (1)

Application Number Title Priority Date Filing Date
GB32571/52A Expired GB728699A (en) 1951-12-29 1952-12-23 Improvements in the production of tertiary amines

Country Status (1)

Country Link
GB (1) GB728699A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3260727A (en) * 1962-02-02 1966-07-12 Dow Chemical Co Certain aryl-substituted-1, 1-ethylenebis-lactam compounds

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3260727A (en) * 1962-02-02 1966-07-12 Dow Chemical Co Certain aryl-substituted-1, 1-ethylenebis-lactam compounds

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