IE34929B1 - Alkanolamine derivatives - Google Patents

Alkanolamine derivatives

Info

Publication number
IE34929B1
IE34929B1 IE130/71A IE13071A IE34929B1 IE 34929 B1 IE34929 B1 IE 34929B1 IE 130/71 A IE130/71 A IE 130/71A IE 13071 A IE13071 A IE 13071A IE 34929 B1 IE34929 B1 IE 34929B1
Authority
IE
Ireland
Prior art keywords
formula
compound
reacting
alkyl
acid addition
Prior art date
Application number
IE130/71A
Other versions
IE34929L (en
Original Assignee
Ici 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 Ici Ltd filed Critical Ici Ltd
Publication of IE34929L publication Critical patent/IE34929L/en
Publication of IE34929B1 publication Critical patent/IE34929B1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D303/00Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02Compounds containing oxirane rings
    • C07D303/12Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
    • C07D303/18Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
    • C07D303/20Ethers with hydroxy compounds containing no oxirane rings
    • C07D303/22Ethers with hydroxy compounds containing no oxirane rings with monohydroxy compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D303/00Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02Compounds containing oxirane rings
    • C07D303/12Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
    • C07D303/18Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
    • C07D303/20Ethers with hydroxy compounds containing no oxirane rings
    • C07D303/24Ethers with hydroxy compounds containing no oxirane rings with polyhydroxy compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1311521 Alkanolamine derivatives IMPERIAL CHEMICAL INDUSTRIES Ltd 19 April 1971 [13 Feb 1970] 7104/70 Heading C2C [Also in Division A5] Compounds of the general formula (I) (R<SP>1</SP> = alkyl, hydroxyalkyl, aralkyl, cycloalkyl; R<SP>2</SP> = acyl; R<SP>3</SP> = H, halogen, alkyl, alkenyl, NO 2 , OH, alkylthio, alkoxy, alkenyloxy, aralkoxy, acyl, amino, acylamino, CN; A = alkylene), esters and aldehyde condensation products thereof, and their acid addition salts are prepared by (a) reacting a compound of the Formula (II) (X = oxiranyl and/or CHOHCH 2 Y, wherein Y stands for a displaceable radical) with R<SP>1</SP>NH 2 , (b) reacting a compound of the Formula (III) with R<SP>1</SP>NHCH 2 X, (c) hydrogenolysing a compound of the Formula (IV) (R<SP>6</SP> = hydrogenolysable radical) or acid addition salt thereof, (d) reacting a compound of the Formula (V) or acid addition salt thereof with a reactive ester of R<SP>1</SP>OH or with R<SP>7</SP>COR<SP>8</SP> (R<SP>7</SP> = alkyl; R<SP>8</SP> = alkyl, aralkyl, hydroxyalkyl; or CHR<SP>7</SP>R<SP>8</SP> = cycloalkyl) under reducing conditions, (e) acylating a compound of the Formula (VI) (f) hydrolysing a compound of the Formula (VII) (R<SP>9+10</SP> = O; or R<SP>9</SP> = H; R<SP>10</SP> = H, alkyl, aryl), (g) esterifying an acid addition salt of the corresponding alkanolamine, (h) reacting the corresponding alkanolamine or acid addition salt thereof with an aldehyde, (i) reacting a compound of the Formula (II), X = oxiranyl, with R<SP>1</SP>N = CHR<SP>10</SP> or (j) reacting a compound of the Formula (III) with a compound of the Formula (VIII) (R<SP>4</SP> = R<SP>10</SP>), optionally followed in each case by salt formation. The preparation of starting materials for processes (a), (b) and (c) and 3-methoxy-, ethoxy- and chloro-4-hydroxybenzaldehyde oxime, 2-hydroxybenzaldehyde oxime hydrochloride, 3- aminomethylphenol, 2 - chloro - 4 - aminomethylphenol and its hydrochloride and allyl 4 - acetamido - and propionamido - methylphenyl ether is described. [GB1311521A]
IE130/71A 1970-02-13 1971-02-03 Alkanolamine derivatives IE34929B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB710470 1970-02-13

Publications (2)

Publication Number Publication Date
IE34929L IE34929L (en) 1971-08-13
IE34929B1 true IE34929B1 (en) 1975-10-01

Family

ID=9826694

Family Applications (1)

Application Number Title Priority Date Filing Date
IE130/71A IE34929B1 (en) 1970-02-13 1971-02-03 Alkanolamine derivatives

Country Status (16)

Country Link
AT (3) AT307385B (en)
BE (1) BE762902A (en)
CA (1) CA979010A (en)
CH (3) CH544067A (en)
DE (1) DE2106816A1 (en)
DK (1) DK130288B (en)
ES (1) ES388245A1 (en)
FR (1) FR2081513B1 (en)
GB (1) GB1311521A (en)
HU (1) HU162812B (en)
IE (1) IE34929B1 (en)
IL (1) IL36155A (en)
NL (1) NL7101817A (en)
NO (1) NO131984C (en)
SU (2) SU431668A3 (en)
ZA (1) ZA71711B (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1989004297A1 (en) * 1986-08-19 1989-05-18 Warner-Lambert Company 4'-hydroxybenzylamine derivatives having anti-inflammatory and analgesic activity
US4980366A (en) * 1986-08-19 1990-12-25 Warner-Lambert Co. Amide, sulfonamide, urea, carbamate, thiocarbamate, and thiourea derivatives of 4'hydroxybenzylamine having anti-inflammatory and analgesic activity
WO1998047498A1 (en) * 1997-04-23 1998-10-29 Cornell Research Foundation, Inc. Neuroprotective compounds and uses thereof
CN107266341B (en) * 2017-06-23 2020-01-07 华东师范大学 Aryloxy substituted propan-2-ol amine derivative as beta3 adrenergic receptor antagonist, preparation method and application

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1199037A (en) * 1967-09-27 1970-07-15 Ici Ltd Alkanolamine Derivatives
CA945172A (en) * 1969-02-21 1974-04-09 Imperial Chemical Industries Limited Alkanolamine derivatives

Also Published As

Publication number Publication date
IL36155A0 (en) 1971-04-28
DK130288C (en) 1975-06-30
FR2081513A1 (en) 1971-12-03
AT310143B (en) 1973-09-25
HU162812B (en) 1973-04-28
IL36155A (en) 1974-06-30
CH544067A (en) 1973-11-15
BE762902A (en) 1971-08-12
GB1311521A (en) 1973-03-28
CH547260A (en) 1974-03-29
AT310142B (en) 1973-09-25
NO131984B (en) 1975-05-26
DK130288B (en) 1975-02-03
ZA71711B (en) 1971-10-27
AT307385B (en) 1973-05-25
DE2106816A1 (en) 1971-08-19
NL7101817A (en) 1971-08-17
ES388245A1 (en) 1973-05-01
CH547261A (en) 1974-03-29
IE34929L (en) 1971-08-13
SU431668A3 (en) 1974-06-05
CA979010A (en) 1975-12-02
NO131984C (en) 1975-09-03
SU400079A3 (en) 1973-10-03
FR2081513B1 (en) 1974-08-02

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