GB619206A - Diacetylenic diamines - Google Patents

Diacetylenic diamines

Info

Publication number
GB619206A
GB619206A GB3514446A GB3514446A GB619206A GB 619206 A GB619206 A GB 619206A GB 3514446 A GB3514446 A GB 3514446A GB 3514446 A GB3514446 A GB 3514446A GB 619206 A GB619206 A GB 619206A
Authority
GB
United Kingdom
Prior art keywords
diyne
yne
oxidised
chr11
hydrocarbon radical
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
GB3514446A
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.)
JOHN DONALD ROSE
Imperial Chemical Industries Ltd
Original Assignee
JOHN DONALD ROSE
Imperial Chemical Industries Ltd
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 JOHN DONALD ROSE, Imperial Chemical Industries Ltd filed Critical JOHN DONALD ROSE
Priority to GB3514446A priority Critical patent/GB619206A/en
Publication of GB619206A publication Critical patent/GB619206A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D295/00Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/02Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements
    • C07D295/027Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring
    • C07D295/03Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring with the ring nitrogen atoms directly attached to acyclic carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/68Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Diacetylenic diamines of the formula RR1N.CHR11.C­C.C.­C.CHR11.NRR1 where R represents a hydrocarbon radical and R1 represents a hydrocarbon radical or hydrogen, or R and R1 may form part of a heterocyclic ring, and where R11 may represent hydrogen or a hydrocarbon radical are prepared by oxidising a compound of the formula RR1N.CHR11.C­CH in a liquid medium in the presence of a copper salt. The oxidation is preferably effected by air or oxygen but potassium ferricyanide, for example, may also be used. In examples: (1) and (2) 2-diethylaminobut-3-yne in aqueous solution in the presence of ammonium chloride, cuprous chloride and hydrochloric acid is oxidised by air to 2 : 7-bisdiethylaminoocta-3 : 5-diyne; (3) 2-isopropylaminobut-3-yne is oxidised as in (1) to 2 : 7-diisopropylaminoocta-3 : 5-diyne monohydrate; (4) 2-n-butylaminobut-3-yne is oxidised as in (1) to 2 : 7-di-n-butylaminoocta-3 : 5-diyne; (5) 2-morpholinobut-3-yne is oxidised to 2:7-dimorpholinoocta-3 : 5-diyne.
GB3514446A 1946-11-27 1946-11-27 Diacetylenic diamines Expired GB619206A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3514446A GB619206A (en) 1946-11-27 1946-11-27 Diacetylenic diamines

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3514446A GB619206A (en) 1946-11-27 1946-11-27 Diacetylenic diamines

Publications (1)

Publication Number Publication Date
GB619206A true GB619206A (en) 1949-03-04

Family

ID=10374341

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3514446A Expired GB619206A (en) 1946-11-27 1946-11-27 Diacetylenic diamines

Country Status (1)

Country Link
GB (1) GB619206A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2617827A (en) * 1950-05-11 1952-11-11 Rohm & Haas Bis-1,4-dialkylamino-1,3-butadienes
US2752343A (en) * 1952-10-23 1956-06-26 Rohm & Haas Isomerization of diaminobutynes
US2766285A (en) * 1952-10-20 1956-10-09 Lilly Co Eli Substituted aminopropynes and process for their preparation
US2867662A (en) * 1956-11-26 1959-01-06 Du Pont Acetylenically unsaturated compounds

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2617827A (en) * 1950-05-11 1952-11-11 Rohm & Haas Bis-1,4-dialkylamino-1,3-butadienes
US2766285A (en) * 1952-10-20 1956-10-09 Lilly Co Eli Substituted aminopropynes and process for their preparation
US2752343A (en) * 1952-10-23 1956-06-26 Rohm & Haas Isomerization of diaminobutynes
US2867662A (en) * 1956-11-26 1959-01-06 Du Pont Acetylenically unsaturated compounds

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