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GB1022741A - Process for the production of ú­-amino-aryl aldehydes - Google Patents

Process for the production of ú­-amino-aryl aldehydes

Info

Publication number
GB1022741A
GB1022741A GB4619663A GB4619663A GB1022741A GB 1022741 A GB1022741 A GB 1022741A GB 4619663 A GB4619663 A GB 4619663A GB 4619663 A GB4619663 A GB 4619663A GB 1022741 A GB1022741 A GB 1022741A
Authority
GB
United Kingdom
Prior art keywords
formaldehyde
paraformaldehyde
hydrogen atom
hexamethylene tetramine
ring
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
GB4619663A
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 GB1022741A publication Critical patent/GB1022741A/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
    • C07D295/04Heterocyclic 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 with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/10Heterocyclic 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 with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms
    • C07D295/112Heterocyclic 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 with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Phenolic Resins Or Amino Resins (AREA)

Abstract

p-Aminoaryl aldehydes of the general formula <FORM:1022741/C2/1> wherein R and R1 each represent a hydrogen atom or an unsubstituted or substituted alkyl, cycloalkyl, or aralkyl, radical or R may also be an aryl radical, or the radicals R and R1, together with the nitrogen atom, can form a heterocyclic ring, and wherein the phenylene ring A may contain further substituents and also a further condensed 6-membered carbocyclic ring, or functional derivatives thereof, are made by reacting a corresponding amino compound which has a hydrogen atom instead of -CHO, at elevated temperature with hexamethylene tetramine and formaldehyde or a formaldehyde-yielding agent, e.g. paraformaldehyde, in the presence of glacial acetic acid, optionally with the addition of acetic anhydride and/or concentrated mineral acid. The hexamethylene tetramine may be replaced by a mixture of ammonia or its salts with weak acids and paraformaldehyde or formaldehyde in aqueous solution or in gaseous form. The preferred temperature range is 80-140 DEG C.
GB4619663A 1962-12-19 1963-11-22 Process for the production of ú­-amino-aryl aldehydes Expired GB1022741A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF38597A DE1206879B (en) 1962-12-19 1962-12-19 Process for the preparation of p-aminoarylaldehydes

Publications (1)

Publication Number Publication Date
GB1022741A true GB1022741A (en) 1966-03-16

Family

ID=7097412

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4619663A Expired GB1022741A (en) 1962-12-19 1963-11-22 Process for the production of ú­-amino-aryl aldehydes

Country Status (5)

Country Link
BE (1) BE641160A (en)
CH (1) CH430677A (en)
DE (1) DE1206879B (en)
GB (1) GB1022741A (en)
NL (1) NL302207A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4259352A (en) * 1979-02-01 1981-03-31 American Cyanamid Company 4-[Cycloalkyl- or cycloalkenyl-amino(cycloalkyl- or cycloalkenyl-alkenyl)amino]phenyl compounds, useful as hypolipidemic and antiatherosclerotic agents
US4273785A (en) * 1977-09-27 1981-06-16 American Cyanamid Company Benzaldehydes, alkanophenones, and benzophenones and derivatives thereof containing a 4-monoalkylamino group
US4900859A (en) * 1987-12-03 1990-02-13 Hoffman-La Roche Inc. Process for 4-dimethylamino-3,5-dimethoxybenzaldehyde

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2714653C3 (en) 1977-04-01 1980-10-30 Bayer Ag, 5090 Leverkusen Styryl cationic dyes and methods of dyeing with these dyes
CA1340955C (en) * 1988-02-24 2000-04-11 Michael Klaus Stilbene derivatives
US5250562A (en) * 1988-02-24 1993-10-05 Hoffmann-La Roche Inc. Stilbene derivatives

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1060375B (en) * 1956-08-27 1959-07-02 Ciba Geigy Process for the preparation of cyclic aldehydes

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4273785A (en) * 1977-09-27 1981-06-16 American Cyanamid Company Benzaldehydes, alkanophenones, and benzophenones and derivatives thereof containing a 4-monoalkylamino group
US4259352A (en) * 1979-02-01 1981-03-31 American Cyanamid Company 4-[Cycloalkyl- or cycloalkenyl-amino(cycloalkyl- or cycloalkenyl-alkenyl)amino]phenyl compounds, useful as hypolipidemic and antiatherosclerotic agents
US4900859A (en) * 1987-12-03 1990-02-13 Hoffman-La Roche Inc. Process for 4-dimethylamino-3,5-dimethoxybenzaldehyde

Also Published As

Publication number Publication date
BE641160A (en) 1964-04-01
DE1206879B (en) 1965-12-16
CH430677A (en) 1967-02-28
NL302207A (en)

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