GB1467740A - Derivatives of inbutylamine and processes for preparing the same - Google Patents

Derivatives of inbutylamine and processes for preparing the same

Info

Publication number
GB1467740A
GB1467740A GB2833676A GB2833676A GB1467740A GB 1467740 A GB1467740 A GB 1467740A GB 2833676 A GB2833676 A GB 2833676A GB 2833676 A GB2833676 A GB 2833676A GB 1467740 A GB1467740 A GB 1467740A
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GB
United Kingdom
Prior art keywords
prepared
acid
general formula
reacting
group
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
GB2833676A
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.)
Labaz SA
Original Assignee
Labaz SA
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 Labaz SA filed Critical Labaz SA
Publication of GB1467740A publication Critical patent/GB1467740A/en
Expired legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/13Amines
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/14Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • A61P25/16Anti-Parkinson drugs
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/04Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups
    • C07C209/06Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms
    • C07C209/08Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms with formation of amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/62Preparation of compounds containing amino groups bound to a carbon skeleton by cleaving carbon-to-nitrogen, sulfur-to-nitrogen, or phosphorus-to-nitrogen bonds, e.g. hydrolysis of amides, N-dealkylation of amines or quaternary ammonium compounds
    • 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
    • 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
    • C07C209/70Preparation 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 by reduction of unsaturated amines
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00Compounds containing amino groups bound to a carbon skeleton
    • C07C211/01Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
    • C07C211/02Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C211/03Monoamines
    • C07C211/08Monoamines containing alkyl groups having a different number of carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/41Preparation of salts of carboxylic acids
    • C07C51/412Preparation of salts of carboxylic acids by conversion of the acids, their salts, esters or anhydrides with the same carboxylic acid part
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C53/00Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen
    • C07C53/126Acids containing more than four carbon atoms
    • C07C53/128Acids containing more than four carbon atoms the carboxylic group being bound to a carbon atom bound to at least two other carbon atoms, e.g. neo-acids

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Public Health (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Psychology (AREA)
  • Epidemiology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1467740 1,1-Dialkyl-n-butylamines LABAZ 15 May 1975 [20 May 1974] 28336/76 Divided out of 1467739 Heading C2C Novel 1,1-dialkyl-n-butylamines of the general formula wherein R 1 is an ethyl or n-propyl group and R 2 is (a) an ethyl, isopropyl, isobutyl or tert. butyl group when R 1 is a n-propyl group and (b) a n-butyl or isobutyl group when R 1 is an ethyl group, and pharmaceutically acceptable acid addition salts thereof are prepared by treating an isocyanate of formamide of the general formula wherein A is -N=C=O or -NHCHO, with a strong acid in an appropriate medium, optionally treating the resulting acid addition salt with a base and optionally reacting the resulting free base with an acid to form a pharmaceutically acceptable salt. Novel 1,1 - di - n - propyl - n - butylamine acid fumarate is prepared by reacting the corresponding amine (1 mole) with fumaric acid (1 mole), the amine being prepared analogously to the amines (I). Isooyanates (II) are prepared by reacting an amide of the general formula with chlorine or bromine in an alkaline medium. 1,1 - Di - n - propyl - n - butyl isocyanate is prepared analogously. Formamides (II) are prepared by heating an alcohol of the general formula with an alkali metal cyanide in the presence of an acid. Alcohols (IV) are prepared by reacting an alkyl lithium with an appropriate dialkyl ketone in an anhydrous ether medium. Acids of the general formula are prepared by treating an alcohol (IV) with formic acid in a sulphuric acid medium.
GB2833676A 1974-05-20 1975-05-15 Derivatives of inbutylamine and processes for preparing the same Expired GB1467740A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
BE144519A BE815273A (en) 1974-05-20 1974-05-20 METHYLAMINE ACTIVE DERIVATIVES

Publications (1)

Publication Number Publication Date
GB1467740A true GB1467740A (en) 1977-03-23

Family

ID=3842664

Family Applications (2)

Application Number Title Priority Date Filing Date
GB2833676A Expired GB1467740A (en) 1974-05-20 1975-05-15 Derivatives of inbutylamine and processes for preparing the same
GB2073875A Expired GB1467739A (en) 1974-05-20 1975-05-15 Therapeutic compositions containing methylamine derivatives or their salts

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB2073875A Expired GB1467739A (en) 1974-05-20 1975-05-15 Therapeutic compositions containing methylamine derivatives or their salts

Country Status (22)

Country Link
JP (1) JPS569498B2 (en)
AR (1) AR208548A1 (en)
AT (1) AT341488B (en)
BE (1) BE815273A (en)
CA (1) CA1048549A (en)
CH (1) CH605606A5 (en)
DE (1) DE2522218C3 (en)
DK (1) DK145779C (en)
ES (1) ES437790A1 (en)
FI (1) FI61182C (en)
FR (1) FR2271811B1 (en)
GB (2) GB1467740A (en)
HU (1) HU173890B (en)
IE (1) IE41032B1 (en)
IT (1) IT1049427B (en)
NL (1) NL172120C (en)
NO (1) NO139733C (en)
OA (1) OA05004A (en)
SE (1) SE434262B (en)
SU (1) SU1292666A3 (en)
YU (1) YU39318B (en)
ZA (1) ZA752863B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114235991A (en) * 2021-11-27 2022-03-25 山东省烟台市农业科学研究院 High performance liquid chromatography for determining sec-butylamine content

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4201725A (en) * 1974-05-20 1980-05-06 Labaz Secondary amines
GR61148B (en) * 1976-06-03 1978-09-27 Labaz Preparation process of active methylamine derivatives
JPS5427369A (en) * 1977-08-01 1979-03-01 Hitachi Ltd Pattern formation method
FR2470758A1 (en) 1979-12-07 1981-06-12 Sanofi Sa METHOD FOR FIXING ALKYL GROUPS ON A CARBONIC CHAIN CARRYING A FUNCTIONAL GROUP
AU6497200A (en) * 1999-07-30 2001-02-19 Vertex Pharmaceuticals Incorporated Acyclic and cyclic amine derivatives

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114235991A (en) * 2021-11-27 2022-03-25 山东省烟台市农业科学研究院 High performance liquid chromatography for determining sec-butylamine content

Also Published As

Publication number Publication date
NL172120C (en) 1983-07-18
JPS569498B2 (en) 1981-03-02
NO751771L (en) 1975-11-21
AR208548A1 (en) 1977-02-15
FI61182C (en) 1982-06-10
IT1049427B (en) 1981-01-20
ZA752863B (en) 1976-04-28
DE2522218C3 (en) 1981-04-02
DK145779B (en) 1983-02-28
NL172120B (en) 1983-02-16
OA05004A (en) 1980-12-31
YU122675A (en) 1982-02-28
NO139733B (en) 1979-01-22
NL7505853A (en) 1975-11-24
DK216575A (en) 1975-11-21
YU39318B (en) 1984-10-31
DE2522218B2 (en) 1980-07-10
FR2271811A1 (en) 1975-12-19
AT341488B (en) 1978-02-10
JPS514108A (en) 1976-01-14
AU8102175A (en) 1976-11-11
IE41032L (en) 1975-10-20
ES437790A1 (en) 1977-05-16
GB1467739A (en) 1977-03-23
DK145779C (en) 1983-08-22
DE2522218A1 (en) 1975-12-04
IE41032B1 (en) 1979-10-10
FI61182B (en) 1982-02-26
SE434262B (en) 1984-07-16
FR2271811B1 (en) 1978-08-04
CA1048549A (en) 1979-02-13
FI751468A (en) 1975-11-21
SU1292666A3 (en) 1987-02-23
BE815273A (en) 1974-11-20
ATA371575A (en) 1977-06-15
HU173890B (en) 1979-09-28
CH605606A5 (en) 1978-09-29
NO139733C (en) 1979-05-02
SE7505606L (en) 1975-11-21

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
732 Registration of transactions, instruments or events in the register (sect. 32/1977)
PCNP Patent ceased through non-payment of renewal fee