GB1112721A - 3-aminopyrazinoic acid n-oxide compounds and their derivatives - Google Patents
3-aminopyrazinoic acid n-oxide compounds and their derivativesInfo
- Publication number
- GB1112721A GB1112721A GB3816665A GB3816665A GB1112721A GB 1112721 A GB1112721 A GB 1112721A GB 3816665 A GB3816665 A GB 3816665A GB 3816665 A GB3816665 A GB 3816665A GB 1112721 A GB1112721 A GB 1112721A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- alkylsulphonyl
- phenyl
- amino
- 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
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/10—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D241/14—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings 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
- C07D241/24—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D241/26—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with nitrogen atoms directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D475/00—Heterocyclic compounds containing pteridine ring systems
- C07D475/02—Heterocyclic compounds containing pteridine ring systems with an oxygen atom directly attached in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D475/00—Heterocyclic compounds containing pteridine ring systems
- C07D475/02—Heterocyclic compounds containing pteridine ring systems with an oxygen atom directly attached in position 4
- C07D475/04—Heterocyclic compounds containing pteridine ring systems with an oxygen atom directly attached in position 4 with a nitrogen atom directly attached in position 2
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
<FORM:1112721/C2/1> The invention comprises compounds of the Formula (I) in which X is hydrogen, chlorine, bromine, C1- 5 alkyl, trifluoromethyl, C3- 6 cycloalkyl, mononuclear aryl, C1- 5 alkoxy, C1- 5 alkylthio, phenyl-substituted C1- 5 alkylthio, C1- 5 alkylsulphonyl, phenyl-substituted C1- 5 alkylsulphonyl or di-(C1- 5 alkyl) amino and Z is hydroxy, C1- 5 alkoxy, amino, C1- 5 alkylamino or hydrazino. The alkyl esters (Z = C1- 5 alkoxy) are prepared by reacting a 2-R5-6-X-4H - pyrazino - [2,3 - d][1,3] oxazin - 4 - one 8-oxide, in which R5 is hydrogen, alkyl or phenyl-substituted C1- 5 alkyl, with a C1- 5 alkanol or, when X = X11 = hydrogen, chlorine, bromine, trifluoromethyl, C1- 5 alkyl, mononuclear aryl, C1- 5 alkylsulphonyl or phenyl-substituted C1- 5 alkylsulphonyl, by direct oxidation of the corresponding alkyl 3-aminopyrazinoate esters. The acids (Z = OH) are prepared by treating a 3-R6-6-X-4(3H) pteridinone 8-oxide, in which R6 is C1- 5 alkyl, with a dilute alkali, followed by acidification or, when X = X11, by hydrolysis of the corresponding esters or, when X is C1- 5 alkylsulphonyl or phenyl-substituted C1- 5 alkylsulphonyl, by oxidizing a corresponding compound in which X is C1- 5 alkylthio or phenyl-substituted C1- 5 alkylthio. The amides (Z = amino or alkylamino) are prepared by reacting a corresponding alkyl 3-amino-pyrazinoate ester 4-oxide with ammonia or an alkylamine or, when X = X11, by oxidizing a 3-amino-6-X11-pyrazinamide. The hydrazines (Z = hydrazino) are prepared by heating a corresponding alkyl 3-aminopyrazinoate ester 4-oxide with hydrazine. 3 - Amino - 6 - X11 - pyrazinamides of Formula (II), in which R6 is H or C1- 5 alkyl are prepared by reacting a corresponding alkyl ester with ammonia or a C1- 5 alkylamine.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US395046A US3249610A (en) | 1964-09-08 | 1964-09-08 | Synthesis of 3-amino, 5-chloro, 6-substituted-pyrazinoates |
| US426203A US3327287A (en) | 1965-01-18 | 1965-01-18 | Apparatus for converting lineal seismogram sections into an areally presented seismogram |
| US47035065A | 1965-07-08 | 1965-07-08 | |
| US47056365A | 1965-07-08 | 1965-07-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1112721A true GB1112721A (en) | 1968-05-08 |
Family
ID=27503371
Family Applications (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3179365D Expired GB1112723A (en) | 1964-09-08 | 1965-09-07 | Pyrazino[2,3-d][1,3]oxazin-4-one 8-oxides |
| GB3816765A Expired GB1112722A (en) | 1964-09-08 | 1965-09-07 | Alkyl aminochloropyrazinoates |
| GB3816665A Expired GB1112721A (en) | 1964-09-08 | 1965-09-07 | 3-aminopyrazinoic acid n-oxide compounds and their derivatives |
| GB3179467A Expired GB1112724A (en) | 1964-09-08 | 1965-09-07 | Pteridine n-oxides |
| GB2907666A Expired GB1115406A (en) | 1964-09-08 | 1966-06-29 | 3(aminopyrazinoyl)guanidine 4-oxide derivatives and their preparation and use |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3179365D Expired GB1112723A (en) | 1964-09-08 | 1965-09-07 | Pyrazino[2,3-d][1,3]oxazin-4-one 8-oxides |
| GB3816765A Expired GB1112722A (en) | 1964-09-08 | 1965-09-07 | Alkyl aminochloropyrazinoates |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3179467A Expired GB1112724A (en) | 1964-09-08 | 1965-09-07 | Pteridine n-oxides |
| GB2907666A Expired GB1115406A (en) | 1964-09-08 | 1966-06-29 | 3(aminopyrazinoyl)guanidine 4-oxide derivatives and their preparation and use |
Country Status (8)
| Country | Link |
|---|---|
| BE (2) | BE668496A (en) |
| BR (3) | BR6572769D0 (en) |
| CH (3) | CH466293A (en) |
| DE (3) | DE1595952A1 (en) |
| GB (5) | GB1112723A (en) |
| IL (3) | IL24098A (en) |
| NL (3) | NL6511644A (en) |
| SE (1) | SE329629B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN117946013A (en) * | 2024-01-25 | 2024-04-30 | 白银康寓信生物科技有限公司 | Method for synthesizing 5, 6-dihalogen-3-aminopyrazine-2-methyl formate by one-pot method |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113200985B (en) * | 2021-05-18 | 2022-09-09 | 南开大学 | Pteridinone compound and preparation method and application thereof |
-
1965
- 1965-08-06 IL IL2409865A patent/IL24098A/en unknown
- 1965-08-06 IL IL2409765A patent/IL24097A/en unknown
- 1965-08-06 IL IL3178765A patent/IL31787A/en unknown
- 1965-08-19 BE BE668496D patent/BE668496A/xx unknown
- 1965-08-19 BE BE668495D patent/BE668495A/xx unknown
- 1965-08-24 DE DE19651595952 patent/DE1595952A1/en active Pending
- 1965-08-24 DE DE19651595953 patent/DE1595953A1/en active Pending
- 1965-08-31 BR BR17276965A patent/BR6572769D0/en unknown
- 1965-08-31 BR BR17274165A patent/BR6572741D0/en unknown
- 1965-09-07 NL NL6511644A patent/NL6511644A/xx unknown
- 1965-09-07 GB GB3179365D patent/GB1112723A/en not_active Expired
- 1965-09-07 CH CH1075068A patent/CH466293A/en unknown
- 1965-09-07 GB GB3816765A patent/GB1112722A/en not_active Expired
- 1965-09-07 SE SE1164765A patent/SE329629B/xx unknown
- 1965-09-07 NL NL6511643A patent/NL6511643A/xx unknown
- 1965-09-07 GB GB3816665A patent/GB1112721A/en not_active Expired
- 1965-09-07 CH CH1243565A patent/CH467271A/en unknown
- 1965-09-07 CH CH1243465A patent/CH475262A/en not_active IP Right Cessation
- 1965-09-07 GB GB3179467A patent/GB1112724A/en not_active Expired
-
1966
- 1966-06-07 DE DE19661620020 patent/DE1620020A1/en active Pending
- 1966-06-29 GB GB2907666A patent/GB1115406A/en not_active Expired
- 1966-07-06 BR BR18106066A patent/BR6681060D0/en unknown
- 1966-07-08 NL NL6609629A patent/NL6609629A/xx unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN117946013A (en) * | 2024-01-25 | 2024-04-30 | 白银康寓信生物科技有限公司 | Method for synthesizing 5, 6-dihalogen-3-aminopyrazine-2-methyl formate by one-pot method |
Also Published As
| Publication number | Publication date |
|---|---|
| GB1112722A (en) | 1968-05-08 |
| BE668495A (en) | 1966-02-21 |
| GB1115406A (en) | 1968-05-29 |
| BR6572769D0 (en) | 1973-12-26 |
| BE668496A (en) | 1966-02-21 |
| BR6572741D0 (en) | 1973-08-07 |
| DE1595953A1 (en) | 1970-07-09 |
| BR6681060D0 (en) | 1973-12-26 |
| IL24097A (en) | 1969-11-12 |
| CH475262A (en) | 1969-07-15 |
| CH466293A (en) | 1968-12-15 |
| NL6511643A (en) | 1966-03-09 |
| SE329629B (en) | 1970-10-19 |
| NL6511644A (en) | 1966-03-09 |
| GB1112724A (en) | 1968-05-08 |
| DE1595952A1 (en) | 1970-05-14 |
| IL24098A (en) | 1969-03-27 |
| NL6609629A (en) | 1967-01-09 |
| DE1620020A1 (en) | 1970-02-12 |
| GB1112723A (en) | 1968-05-08 |
| CH467271A (en) | 1969-01-15 |
| IL31787A (en) | 1969-07-30 |
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