← Back to Patent Explorer
US3953512A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for manufacturing 2-aminobutanol

Assignee: Polska Akademia Nauk-Instytut Chemii Organicznej
•
Filing: 1974-03-18
•
Granted: 1976-04-27
•
Expires: 1994-03-18
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract The invention relates to a method of preparation of 2-aminobutanol from readily available raw materials. The method of this invention is based on the reaction between 1.2-epoxybutane or isomeric butylene halogenehydrines with ammonia. The product, isomeric aminobutanols, are, subsequently transformed into 2-ethylaziridine by means of esterification with sulphuric acid followed by treatment with alkali. 2-Ethylaziridine is then submitted to a reaction with aromatic carboxylic acid or with aromatic orthobicarboxylic acid anhydride which produces the corresponding monomeric or polymeric amide, which is transformed into 2-aminobutanol by hydrolysis. The method of this invention is a multistage one but is quite simple and employs aqueous solutions and organic solvents, such as chloroform or benzene, which may be easily recovered.

Inventors

  • 👤 Czeslaw Belzecki
  • 👤 Witold Tomasik
  • 👤 Jerzy Trojnar

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 18:12
CPC Classifications
C; C07; C07D; C07D203/00; C07D203/04; C07D203/06; C07D203/08

Claims Analysis

Total Claims: 6
Claim 1
Independent Claim 71 words
A process for the preparation of 2-aminobutanol comprising reacting 1,2-epoxybutane or butylene halogenhydrines with ammonia to form a mixture of isomeric aminobutanols, converting said mixture into 2-ethylaziridine by means of esterification with sulphuric acid, followed by reaction with alkali hydroxide; reacting 2-ethylaziridine with an aromatic carboxylic acid or with an anhydride of an orthobicarboxylic aromatic acid to produce an amide or a polyamide of 2-aminobutanol, and hydrolyzing with a mineral acid.
Claim 2
Dependent Claim 71 words
A process for the preparation of 2-aminobutanol comprising reacting 1,2-epoxybutane or butylene halogenhydrines with ammonia to form a mixture of isomeric aminobutanols, converting said mixture into 2-ethylaziridine by means of esterification with sulphuric acid, followed by reaction with alkali hydroxide; reacting 2-ethylaziridine with an aromatic carboxylic acid or with an anhydride of an orthobicarboxylic aromatic acid to produce an amide or a polyamide of 2-aminobutanol, and hydrolyzing with a mineral acid.
Claim 3
Dependent Claim 15 words
A process in accordance with claim 1 wherein said aromatic carboxylic acid is benzoic acid.
Claim 4
Dependent Claim 15 words
A process in accordance with claim 1 wherein said aromatic ortho-bicarboxylic anhydride is phthalic anhydride.
Claim 5
Dependent Claim 27 words
A process in accordance with claim 1 wherein the esterification with sulphuric acid is carried out in the presence of an azeotropic solvent with concurrent azeotropic distillation.
Claim 6
Dependent Claim 15 words
A process in accordance with claim 4 wherein toluene is used as an azeotropic solvent.

References Cited (Backward Citations)

US3325476A Cited
US3660488A Cited
US3448153A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-04-27 1979-10-27 1980-04-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-04-27 1983-10-27 1984-04-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-04-27 1987-10-27 1988-04-27 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag