GB905369A - A process for the production of 2-amino-oxazoles - Google Patents
A process for the production of 2-amino-oxazolesInfo
- Publication number
- GB905369A GB905369A GB3202260A GB3202260A GB905369A GB 905369 A GB905369 A GB 905369A GB 3202260 A GB3202260 A GB 3202260A GB 3202260 A GB3202260 A GB 3202260A GB 905369 A GB905369 A GB 905369A
- Authority
- GB
- United Kingdom
- Prior art keywords
- amino
- hydrogen atom
- substituted
- cyanamide
- oxazoles
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/30—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D263/34—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D263/48—Nitrogen atoms not forming part of a nitro radical
- C07D263/50—Benzene-sulfonamido oxazoles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
2-Amino-oxazoles of the general formula <FORM:0905369/IV (b)/1> and acid and basic salts thereof, wherein R is an alkyl, cycloalkyl, aralkyl or aryl radical, optionally bearing hydroxy or alkoxy substituents, R1 is a hydrogen atom or one of the radicals R and X is a hydrogen atom or a substituted or unsubstituted benzenesulphonyl radical, are prepared by reacting cyanamide or a mono- or di-alkali-metal or an alkaline earth metal salt of cyanamide in an alkaline, neutral or acid medium, or a cyanamide derivative in which one hydrogen atom is replaced by a benzenesulphonyl radical, in an acid medium, with an a -hydroxyketone R.CO.CHOH.R1 or R.CO.CH2OH, preferably in water, a water miscible solvent or a mixture of water and such a solvent at 35-80 DEG C. in a molar ratio of 1:1. Suitably, the a -hydroxyketone reactant may be prepared in situ by hydrolysing the corresponding a -chloroketone. Specified products include 2-amino-, and 2-benzenesulphonylamino- (in which the benzene ring is p-substituted by an amino group or a group such as acetylamino which may be converted into an amino group) oxazoles substituted in the 5- or 4- and 5- positions by methyl, phenyl, benzyl and hydroxypropyl groups. a -Hydroxyketones used as starting materials such as hexane -2:5-diol-3-one are made by hydrolysis of suitable acetylenic compounds, e.g. phenylethinyl carbinol, hexine-2:5-diol or propargyl alcohol, with sulphuric acid and a mercuric catalyst; and by hydrolysis of a -chloro-ketones. 1-Chloro-1:3-diphenyl-propanone is made by chlorinating dibenzyl ketone.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEN17821A DE1121052B (en) | 1960-02-01 | 1960-02-01 | Process for the preparation of 4, 5-substituted 2-amino-oxazoles |
| DEN18367A DE1128429B (en) | 1960-05-19 | 1960-05-19 | Process for the preparation of 4,5-substituted 2-aminooxazoles |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB905369A true GB905369A (en) | 1962-09-05 |
Family
ID=25988684
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3202260A Expired GB905369A (en) | 1960-02-01 | 1960-09-16 | A process for the production of 2-amino-oxazoles |
Country Status (2)
| Country | Link |
|---|---|
| CH (1) | CH383974A (en) |
| GB (1) | GB905369A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7994338B2 (en) | 2006-08-16 | 2011-08-09 | The J. David Gladstone Institutes | Small molecule inhibitors of kynurenine-3-monooxygenase |
| US8466182B2 (en) | 2006-08-16 | 2013-06-18 | The J. David Gladstone Institutes, A Testamentary Trust Established Under The Will Of J. David Gladstone | Small molecule inhibitors of kynurenine-3-monooxygenase |
-
1960
- 1960-09-16 GB GB3202260A patent/GB905369A/en not_active Expired
- 1960-12-06 CH CH1363060A patent/CH383974A/en unknown
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7994338B2 (en) | 2006-08-16 | 2011-08-09 | The J. David Gladstone Institutes | Small molecule inhibitors of kynurenine-3-monooxygenase |
| US8466182B2 (en) | 2006-08-16 | 2013-06-18 | The J. David Gladstone Institutes, A Testamentary Trust Established Under The Will Of J. David Gladstone | Small molecule inhibitors of kynurenine-3-monooxygenase |
| US8710237B2 (en) | 2006-08-16 | 2014-04-29 | The J. David Gladstone Institute | Small molecule inhibitors of kynurenine-3-monooxygenase |
Also Published As
| Publication number | Publication date |
|---|---|
| CH383974A (en) | 1964-11-15 |
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