GB564506A - Improvements in or relating to process of preparing products by condensation of aldehydes with polyhydroxy alkylamines - Google Patents

Improvements in or relating to process of preparing products by condensation of aldehydes with polyhydroxy alkylamines

Info

Publication number
GB564506A
GB564506A GB1112242A GB1112242A GB564506A GB 564506 A GB564506 A GB 564506A GB 1112242 A GB1112242 A GB 1112242A GB 1112242 A GB1112242 A GB 1112242A GB 564506 A GB564506 A GB 564506A
Authority
GB
United Kingdom
Prior art keywords
amino
fatty acids
product
formalin
ether
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
GB1112242A
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.)
Wyeth Holdings LLC
Original Assignee
Wyeth Holdings LLC
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
Priority to US564506XA priority Critical
Application filed by Wyeth Holdings LLC filed Critical Wyeth Holdings LLC
Publication of GB564506A publication Critical patent/GB564506A/en
Application status is Expired legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D498/00Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D498/02Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D498/04Ortho-condensed systems

Abstract

Condensation products of the probable formula <FORM:0564506/IV/1> where R = H, alkyl or alkylol, are prepared by mixing formaldehyde with a polyhydroxy alkylamine of the formula <FORM:0564506/IV/2> with gentle heating if necessary. Alkylamines specified are 2-amino-, 2-amino-2-methyl-, 2-amino-2-methylol-, 2-amino-2-ethyl-, 2-amino-2 - ethylol-, and 2 - amino - 2 - isopropyl - 1,3-propane-diols. These may be prepared by catalytic reduction of the nitrohydroxy compounds made by reacting aliphatic aldehydes with primary nitroparaffins. The condensation products are recovered by removing the water by evaporation, solvent extraction or azeotropic distillation with benzene, and may be purified by distillation or recrystallization. They may be reacted with fatty acids or isomerized fatty acids to produce esters useful as drying oils. In examples: (1) tris(hydroxymethyl) amino-methane is dissolved in formalin and water evaporated at room temperature to give a solid product which is probably 3,4-oxydimethyl - 4 - methylol oxazolidine. It is esterified with fatty acids of soya bean and linseed oils; (2) 2-methyl-2-amino-propanediol-1,3 is added to formalin, heated on a steam bath, cooled and the product extracted with ether. The extract is dried and evaporated to give the liquid condensation product; (3) 2-ethyl-2-amino-propanediol-1,3 is mixed with formalin, cooled, ether extracted, and the product, after evaporation of ether, distilled under vacuum. With linseed oil fatty acids it gives a drying oil.
GB1112242A 1941-10-04 1942-08-08 Improvements in or relating to process of preparing products by condensation of aldehydes with polyhydroxy alkylamines Expired GB564506A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US564506XA true 1941-10-04 1941-10-04

Publications (1)

Publication Number Publication Date
GB564506A true GB564506A (en) 1944-10-02

Family

ID=22004481

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1112242A Expired GB564506A (en) 1941-10-04 1942-08-08 Improvements in or relating to process of preparing products by condensation of aldehydes with polyhydroxy alkylamines

Country Status (1)

Country Link
GB (1) GB564506A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2951058A (en) * 1958-12-24 1960-08-30 American Cyanamid Co Resinous curing process using tetrahydro-1 h-oxazolo-(3, 4, c)-oxazole-7 a-methanol
FR2309555A1 (en) * 1975-05-01 1976-11-26 Exxon Research Engineering Co Esters of addition compounds aldehyde / amine, their preparation and their use as additives for oleaginous compositions

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2951058A (en) * 1958-12-24 1960-08-30 American Cyanamid Co Resinous curing process using tetrahydro-1 h-oxazolo-(3, 4, c)-oxazole-7 a-methanol
FR2309555A1 (en) * 1975-05-01 1976-11-26 Exxon Research Engineering Co Esters of addition compounds aldehyde / amine, their preparation and their use as additives for oleaginous compositions

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