GB755036A - Improvements in or relating to cyclic nitrogen compounds - Google Patents
Improvements in or relating to cyclic nitrogen compoundsInfo
- Publication number
- GB755036A GB755036A GB4104/54A GB410454A GB755036A GB 755036 A GB755036 A GB 755036A GB 4104/54 A GB4104/54 A GB 4104/54A GB 410454 A GB410454 A GB 410454A GB 755036 A GB755036 A GB 755036A
- Authority
- GB
- United Kingdom
- Prior art keywords
- amino
- glyoxal
- methyl
- triazine
- substituted
- 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
- C07D253/00—Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00
- C07D253/08—Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00 condensed with carbocyclic rings or ring systems
- C07D253/10—Condensed 1,2,4-triazines; Hydrogenated condensed 1,2,4-triazines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D253/00—Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00
- C07D253/02—Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00 not condensed with other rings
- C07D253/06—1,2,4-Triazines
- C07D253/065—1,2,4-Triazines having three double bonds between ring members or between ring members and non-ring members
- C07D253/07—1,2,4-Triazines having 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
The invention comprises 3-amino-as-triazines having the formula <FORM:0755036/IV(a)/1> in which R and R1 may be separate or joined to complete a second ring, each of R and R1, when separate, representing a hydrogen atom or a hydroxy or alkyl group, and R and R1 when joined, representing a polymethylene or substituted polymethylene radical. Such compounds are obtained by reacting aminoguanidine or a salt thereof with a 1 : 2-carbonyl compound of the formula R.CO.CO.R1. Suitable 1,2-dicarbonyl compounds are glyoxal and monoalkyl glyoxals such as methyl glyoxal (pyruvic aldehyde) and ethyl-, propyl, isopropyl-, butyl-, isobutyl-, tertiary butyl, amyl and hexy.-glyoxal, 1,2-diketones such as 2,3-butanedione (diacetyl), 2,3-pentanedione, 2,3- or 3,4-hexanedione, 3,4-heptanedione, 2,3-, 3,4- or 4,5-octanedione, 5,6-decanedione, 2,5-dimethyl-3,4-hexanedione, 5 - methyl - 3,4 - hexanedione and cyclohexanedione, and a -oxocarboxylic and a -dicarboxylic acids such as pyruvic acid, glyoxylic acid and oxalic acid. When an unsymmetrical, e.g. an alkyl glyoxal, is reacted is it not known whether the product is 5- or 6-substituted or a mixture of both, and this is indicated by describing the products as 3-amino - 5(6) - substituted - as-triazines. In Example (1) 3-amino-as-triazine is prepared by reacting glyoxal and aminoguanidine in alkaline medium. Similarly obtained are (2) 3-amino-5(6) - methyl - as - triazine, (3) 3 - amino - 5,6 - dimethyl-as-triazine and (4) 3-amino-5,6,7,8-tetrahydro-1,2,4-benzotriazine. A list is given of further derivatives containing 5- and/or 6-substituents selected from methyl, ethyl, propyl, isopropyl, butyl, isobutyl, amyl, hexyl and hydroxy radicals. The products are useful as intermediates. By reaction with p-nitrophenylisocyanate there are obtained 1-(4-nitrophenyl)-3-(3-as-triazinyl) urea, the corresponding compounds substituted in the triazine nucleus by methyl radicals, and 1 - (4 - nitrophenyl) - 3 - [3 - (5,6,7,8 - tetrahydro-1,2,4-benzotriazinyl)] urea, which are effective against coccidiosis in poultry.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US755036XA | 1953-03-11 | 1953-03-11 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB755036A true GB755036A (en) | 1956-08-15 |
Family
ID=22126189
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB4104/54A Expired GB755036A (en) | 1953-03-11 | 1954-02-11 | Improvements in or relating to cyclic nitrogen compounds |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB755036A (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1232155B (en) * | 1962-11-16 | 1967-01-12 | Abic Chemical Lab Ltd | Process for the preparation of asymmetric aminotriazine derivatives |
US3412083A (en) * | 1967-04-17 | 1968-11-19 | Squibb & Sons Inc | Azauridine derivatives |
DE10109204A1 (en) * | 2001-02-26 | 2002-09-19 | 4Sc Ag | Use of new and known diphenylurea compounds for the preparation of a medicament for the inhibition of intracellular protein-degradation pathway |
US6949567B2 (en) | 2001-02-26 | 2005-09-27 | 4Sc Ag | Compounds for the treatment of protozoal diseases |
FR2986794A1 (en) * | 2012-02-09 | 2013-08-16 | Oreal | Cosmetic composition, used as care, cleansing and/or makeup product for body skin, and to treat keratin materials and to condition, shape and protect hair by chemical or mechanical treatments, comprises new or known aldehyde compound |
-
1954
- 1954-02-11 GB GB4104/54A patent/GB755036A/en not_active Expired
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1232155B (en) * | 1962-11-16 | 1967-01-12 | Abic Chemical Lab Ltd | Process for the preparation of asymmetric aminotriazine derivatives |
US3349086A (en) * | 1962-11-16 | 1967-10-24 | Haber Ralph Raphael George | Process for the preparation of asymmetric amino triazine derivatives |
US3412083A (en) * | 1967-04-17 | 1968-11-19 | Squibb & Sons Inc | Azauridine derivatives |
DE10109204A1 (en) * | 2001-02-26 | 2002-09-19 | 4Sc Ag | Use of new and known diphenylurea compounds for the preparation of a medicament for the inhibition of intracellular protein-degradation pathway |
US6949567B2 (en) | 2001-02-26 | 2005-09-27 | 4Sc Ag | Compounds for the treatment of protozoal diseases |
FR2986794A1 (en) * | 2012-02-09 | 2013-08-16 | Oreal | Cosmetic composition, used as care, cleansing and/or makeup product for body skin, and to treat keratin materials and to condition, shape and protect hair by chemical or mechanical treatments, comprises new or known aldehyde compound |
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