ES360300A1 - Procedure for the preparation of new 2-amino-5-nitro-thiazoles substituted in the amino group. (Machine-translation by Google Translate, not legally binding) - Google Patents
Procedure for the preparation of new 2-amino-5-nitro-thiazoles substituted in the amino group. (Machine-translation by Google Translate, not legally binding)Info
- Publication number
- ES360300A1 ES360300A1 ES360300A ES360300A ES360300A1 ES 360300 A1 ES360300 A1 ES 360300A1 ES 360300 A ES360300 A ES 360300A ES 360300 A ES360300 A ES 360300A ES 360300 A1 ES360300 A1 ES 360300A1
- Authority
- ES
- Spain
- Prior art keywords
- radicals
- amino
- formula
- group
- nitro
- 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
- MIHADVKEHAFNPG-UHFFFAOYSA-N 2-Amino-5-nitrothiazole Chemical group NC1=NC=C([N+]([O-])=O)S1 MIHADVKEHAFNPG-UHFFFAOYSA-N 0.000 title abstract 2
- 125000003277 amino group Chemical group 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 238000002360 preparation method Methods 0.000 title abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 2
- 230000001476 alcoholic effect Effects 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 150000007522 mineralic acids Chemical class 0.000 abstract 2
- 150000007524 organic acids Chemical class 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- FDUYVRKKVPNZNM-UHFFFAOYSA-N 2-methylidene-5-nitro-3H-1,3-thiazol-4-amine Chemical class C=C1SC(=C(N1)N)[N+](=O)[O-] FDUYVRKKVPNZNM-UHFFFAOYSA-N 0.000 abstract 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 230000001588 bifunctional effect Effects 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 125000005113 hydroxyalkoxy group Chemical group 0.000 abstract 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 1
- 125000001841 imino group Chemical group [H]N=* 0.000 abstract 1
- 238000002955 isolation Methods 0.000 abstract 1
- 230000000269 nucleophilic effect Effects 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 125000004434 sulfur atom Chemical group 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/42—Oxazoles
- A61K31/422—Oxazoles not condensed and containing further heterocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/425—Thiazoles
- A61K31/427—Thiazoles not condensed and containing further heterocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Procedure for the preparation of new 2-amino-5-nitro-thiazoles substituted in the amino group of the general formula I **(See formula)** wherein the radical R1 signifies a hydrogen atom, a dialkoxylaminoalcoyl or hydroxyalkoxy group with 1 to 5 carbon atoms, the radicals R2, R'2, R''2, R'''2, which may be the same or different among them, they mean hydrogen atoms, alcohol or hydroxyalkyl groups with 1 to 5 carbon atoms, and the symbol X means an oxygen or sulfur atom or the imino group, and the symbol n means the number 2 or 3, as well as their acid addition salts with organic or inorganic acids, characterized in that a substituted 2-methylene-amino-5-nitro-thiazole of the general formula II **(See formula)** wherein the radicals R4 and R5, which may be the same or different from each other, signify halogen atoms or radicals of the formula -S-R6, in which R6 represents an alcoholic, aralcohyl or alkenyl group or in which the radicals R4 and R5 may be together a bismercaptoalcohileno group, with an alcoholic radical with 1, 2 or 3 carbon atoms, is reacted with a bifunctional nucleophilic compound of the general formula III **(See formula)** wherein R1, R2, R'2, R''2, R'''2, X and n are defined as indicated above, and the optionally formed intermediate of general formula IV **(See formula)** wherein the radicals R1 to R4 and X and n are defined as indicated above, preferably without isolation, it is subjected to cycle closure by further heating or by the addition of a base, and if desired is subsequently transformed into the compound of formula I thus obtained in its salt by adding acid with an organic or inorganic acid. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19671695910 DE1695910A1 (en) | 1967-11-10 | 1967-11-16 | Process for the preparation of new 2-amino-5-nitro-thiazoles substituted on the amino group |
| DE19681800074 DE1800074A1 (en) | 1967-11-10 | 1968-10-01 | New 2- [oxazolidinylidene- (2) -amino] -5-nitrothiazoles and processes for their preparation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES360300A1 true ES360300A1 (en) | 1970-10-16 |
Family
ID=25754600
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES360300A Expired ES360300A1 (en) | 1967-11-16 | 1968-11-15 | Procedure for the preparation of new 2-amino-5-nitro-thiazoles substituted in the amino group. (Machine-translation by Google Translate, not legally binding) |
Country Status (4)
| Country | Link |
|---|---|
| AT (1) | AT287706B (en) |
| ES (1) | ES360300A1 (en) |
| IL (1) | IL31074A (en) |
| SE (1) | SE351219B (en) |
-
1968
- 1968-11-15 IL IL31074A patent/IL31074A/en unknown
- 1968-11-15 AT AT1115168A patent/AT287706B/en not_active IP Right Cessation
- 1968-11-15 SE SE15560/68A patent/SE351219B/xx unknown
- 1968-11-15 ES ES360300A patent/ES360300A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| IL31074A (en) | 1972-08-30 |
| AT287706B (en) | 1971-02-10 |
| SE351219B (en) | 1972-11-20 |
| IL31074A0 (en) | 1969-01-29 |
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