GB819455A - Process for the preparation of boric acid tri-amides - Google Patents

Process for the preparation of boric acid tri-amides

Info

Publication number
GB819455A
GB819455A GB14563/57A GB1456357A GB819455A GB 819455 A GB819455 A GB 819455A GB 14563/57 A GB14563/57 A GB 14563/57A GB 1456357 A GB1456357 A GB 1456357A GB 819455 A GB819455 A GB 819455A
Authority
GB
United Kingdom
Prior art keywords
boric acid
boron
benzene
reacted
boron trifluoride
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
GB14563/57A
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.)
Evonik Operations GmbH
Original Assignee
Degussa GmbH
Deutsche Gold und Silber Scheideanstalt
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 Degussa GmbH, Deutsche Gold und Silber Scheideanstalt filed Critical Degussa GmbH
Publication of GB819455A publication Critical patent/GB819455A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F5/00Compounds containing elements of Groups 3 or 13 of the Periodic System
    • C07F5/02Boron compounds
    • C07F5/022Boron compounds without C-boron linkages

Abstract

Boric acid tri-amides of the general formula <FORM:0819455/IV (b)/1> in which R1 represents hydrogen or an alkyl group and R2 represents alkyl, aryl, aralkyl or alkaryl, or in which the NR1R2 group represents a heterocyclic system, are prepared by reacting boron trihalides at ordinary temperature, and in the absence of free alkali metal, with metal compounds of primary or secondary amines or heterocyclic compounds containing an NH group. Boron trifluoride is a particularly suitable boron halide, and is preferably used in the form of the boron trifluoride-ether addition compound. Alkali metal or alkaline earth metal compounds of the amines are suitable and it is particularly advantageous to use the reaction products of primary or secondary amines with Grignard compounds, which products have the general formula <FORM:0819455/IV (b)/2> in which R1 and R2 have the meanings defined above. Inert solvents, such as benzene may be used in the process. In examples: (1) boron trifluoride-dimethyl etherate is added to dimethyl amine in benzene, the mixture is reacted with ethyl magnesium bromide and boric acid tri-dimethyl amide is separated by fractional distillation; (2) aniline in benzene is reacted with an ethereal solution of ethylmagnesium bromide, boron trifluoride-dimethyl etherate is added dropwise, and boric acid trianilide is precipitated; (3) potassium is reacted with methyl aniline to form potassium methyl aniline which is dissolved in tetrahydrofuran and boron trifluoride-dimethyl etherate is added to the solution which is heated and then cooled to crystallize boric acid tri-methylanilide; (4) methyl aniline in benzene is reacted with an ethereal solution of ethyl magnesium bromide, boron tribromide in benzene is added dropwise and boric acid tri-methylanilide crystallizes out; (5) carbazole in tetrahydrofuran is reacted with an ethereal solution of ethyl magnesium bromide, boron trifluoride dimethyl etherate is added dropwise and the boron tri-carbazole compound is precipitated. The products are useful as stabilizers for plastics and as fuel additives.
GB14563/57A 1956-06-06 1957-05-07 Process for the preparation of boric acid tri-amides Expired GB819455A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE819455X 1956-06-06

Publications (1)

Publication Number Publication Date
GB819455A true GB819455A (en) 1959-09-02

Family

ID=6735700

Family Applications (1)

Application Number Title Priority Date Filing Date
GB14563/57A Expired GB819455A (en) 1956-06-06 1957-05-07 Process for the preparation of boric acid tri-amides

Country Status (1)

Country Link
GB (1) GB819455A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107892699A (en) * 2017-12-17 2018-04-10 沧州普瑞东方科技有限公司 A kind of synthesis technique of the boric acid of pyridine 4

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107892699A (en) * 2017-12-17 2018-04-10 沧州普瑞东方科技有限公司 A kind of synthesis technique of the boric acid of pyridine 4
CN107892699B (en) * 2017-12-17 2019-08-23 沧州普瑞东方科技有限公司 A kind of synthesis technology of pyridine -4- boric acid

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