GB897163A - New aminoalcohols and process for their manufacture - Google Patents

New aminoalcohols and process for their manufacture

Info

Publication number
GB897163A
GB897163A GB28288/61A GB2828861A GB897163A GB 897163 A GB897163 A GB 897163A GB 28288/61 A GB28288/61 A GB 28288/61A GB 2828861 A GB2828861 A GB 2828861A GB 897163 A GB897163 A GB 897163A
Authority
GB
United Kingdom
Prior art keywords
methoxy
ethyl
product
named
diethyleneoxy
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
GB28288/61A
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.)
BASF Schweiz AG
Original Assignee
Ciba 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 Ciba AG filed Critical Ciba AG
Publication of GB897163A publication Critical patent/GB897163A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/02—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C217/04—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C217/06—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one etherified hydroxy group and one amino group bound to the carbon skeleton, which is not further substituted
    • C07C217/08—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one etherified hydroxy group and one amino group bound to the carbon skeleton, which is not further substituted the oxygen atom of the etherified hydroxy group being further bound to an acyclic carbon atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/02—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C217/04—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C217/28—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having one amino group and at least two singly-bound oxygen atoms, with at least one being part of an etherified hydroxy group, bound to the carbon skeleton, e.g. ethers of polyhydroxy amines

Landscapes

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

Abstract

The invention comprises compounds of the formula <FORM:0897163/IV (b)/1> in which X is alkylene of 2 to 6 carbon atoms of which at least two separate the oxygen and nitrogen atoms from each other, R1 is an oxypolyethyleneoxy-ethyl residue containing 2 to 10 ethyleneoxy residues and etherified with an alkanol of at most 6 carbon atoms, and R2 has one of the meanings given for R1 or is an alkyl residue of at most 6 carbon atoms; and salts thereof. They may be prepared by reacting an amine HO-X-NH2 with a reactive ester, for example a halide or aryl sulphonic acid ester, of an alcohol R1-OH, and when the product is an alcohol of the formula HO-X-NH-R1, alkylating this. In Examples (1) triethyleneglycol monomethyl ether and thionyl chloride give methoxy-diethyleneoxy-ethyl chloride, this on heating with ethanolamine gives a mixture of N - (methoxy - diethyleneoxy - ethyl) - amino-ethanol and N,N - di - (methoxy - diethyleneoxy - ethyl) amino-ethanol, the first named of these is methylated at the nitrogen atom by heating the mixture with formic acid and formaldehyde, and the methylated product is separated from the second named product by extraction and fractional distillation; (2) methoxy-diethyleneoxyethyl chloride and ammonium hydroxide are heated in isopropanol to give methoxy-diethylene-oxy - ethylamine and di - (methoxy - diethylene - oxy - ethyl)-amine, the last named of which gives, with ethylene oxide, the second named product of (1); (3) gamma-aminopropanol replaces the aminoethanol of (1); (4) ethanolamine and the benzenesulphonic acid ester of hexaethyleneglycol monomethylether are heated together to give a mixture of N-(methoxy-pentaethyleneoxy-ethyl) - aminoethanol and N,N - di - (methoxy - pentaethyleneoxy-ethyl)-amino-ethanol, which is methylated and separated as in (1); and (5) nonaethyleneglycol monomethyl ether replaces the hexa compound of (4).
GB28288/61A 1959-07-02 1960-07-01 New aminoalcohols and process for their manufacture Expired GB897163A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH897163X 1959-07-02

Publications (1)

Publication Number Publication Date
GB897163A true GB897163A (en) 1962-05-23

Family

ID=4546317

Family Applications (1)

Application Number Title Priority Date Filing Date
GB28288/61A Expired GB897163A (en) 1959-07-02 1960-07-01 New aminoalcohols and process for their manufacture

Country Status (1)

Country Link
GB (1) GB897163A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2489315A1 (en) * 1980-08-27 1982-03-05 Rhone Poulenc Ind NOVEL POLYOXAALKYL AMINOALCOHOLS, PROCESS FOR THEIR PREPARATION AND THEIR APPLICATION AS CATION COMPLEXATION AGENTS
WO2001017946A1 (en) * 1999-09-03 2001-03-15 The Procter & Gamble Company Tertiary alkyl alkoxylate derivatives and the composition thereof
US10464882B2 (en) * 2015-04-24 2019-11-05 Jenkem Technology Co., Ltd. (Beijing) Y-type discrete polyethylene glycol derivative and preparation method thereof

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2489315A1 (en) * 1980-08-27 1982-03-05 Rhone Poulenc Ind NOVEL POLYOXAALKYL AMINOALCOHOLS, PROCESS FOR THEIR PREPARATION AND THEIR APPLICATION AS CATION COMPLEXATION AGENTS
EP0047206A1 (en) * 1980-08-27 1982-03-10 Rhone-Poulenc Specialites Chimiques Process for preparation of aminoalcohols polyoxa-alkylated or polyoxa-arylated and their use as cation complexing agents
WO2001017946A1 (en) * 1999-09-03 2001-03-15 The Procter & Gamble Company Tertiary alkyl alkoxylate derivatives and the composition thereof
US10464882B2 (en) * 2015-04-24 2019-11-05 Jenkem Technology Co., Ltd. (Beijing) Y-type discrete polyethylene glycol derivative and preparation method thereof

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