NO960307L - Process for the preparation of substituted 4,6-diamino-5-cyanopyrimidines - Google Patents
Process for the preparation of substituted 4,6-diamino-5-cyanopyrimidinesInfo
- Publication number
- NO960307L NO960307L NO960307A NO960307A NO960307L NO 960307 L NO960307 L NO 960307L NO 960307 A NO960307 A NO 960307A NO 960307 A NO960307 A NO 960307A NO 960307 L NO960307 L NO 960307L
- Authority
- NO
- Norway
- Prior art keywords
- formula
- alkali metal
- diamino
- give
- cyanopyrimidines
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/50—Three nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
2-Substituerte 4,6-diamino-5-cyanopyrimidiner med fonnel ''¿¿ 0) hvor R, er hydrogen, C^-Cgalkyl, C^Cjalkenyl eller C^- og Rj er hydrogen, q-C^alkyl eller C3-C6cykloalkyl eller R, og E, sammen er et radikal, valgt fra gruppen radikaler, bestående av -(CH2)3-, -(CH2)4- og (CH2)5-, fremstilles ved en fremgangs- måte som omfatter å omsette et dialkyl cyanimidokarbonat med formel CN N (V) hvor R3 er q-C^lkyl, med et alkalimetallsalt av malononitril eller med malononitril og en alkalimetallbase, ved en tempera- tur på -10 til +40eC, for å gi et 1-alkoksy-1-cyanamino-2,2- dicyanoetylenalaklimetallsalt med formel CN (W) hvor R3 er C,-C4alkyl og M* er et alkalimetallkation, omsette denne forbindelse med et overskudd av ammoniakk ved en tempera- tur på 60 til 110eC for å gi et 1-amino-1-cyanamino-2,2-dicyan- oetylenalkalimetallsalt med formel CN hvor M* er en alkalimetallkation, omsette dette salt ned et overskudd av hydrogenklorid i en sekundær alkohol, vann eller en blanding derav som løsningsmiddel, for & gi 2-klor-4,6- diamino-5-cyanopyrimidin, og deretter omsette denne forbindelse ned et amin med formel R1R2NH for å gi sluttproduktet.2-Substituted 4,6-diamino-5-cyanopyrimidines with formula (wherein O) is hydrogen, C 1 -C 6 alkyl, C 1 -C 3 alkenyl or C 1 - and R 2 is hydrogen, C 1 or R, and E, together are a radical, selected from the group of radicals, consisting of - (CH2) 3-, - (CH2) 4- and (CH2) 5-, prepared by a process comprising reacting a dialkyl cyanimidocarbonate of formula CN N (V) wherein R 3 is q C -2,2- dicyanoethylene alkali metal salt of formula CN (W) wherein R 3 is C, -C 4 alkyl and M * is an alkali metal cation, react this compound with an excess of ammonia at a temperature of 60 to 110 C to give a -1-cyanamino-2,2-dicyanethylene alkali metal salt of formula CN wherein M * is an alkali metal cation, convert this salt into an excess of hydrogen chloride in a secondary alcohol, water or a mixture thereof. on solvent, give 2-chloro-4,6-diamino-5-cyanopyrimidine, and then react this compound down an amine of formula R1R2NH to give the final product.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US9714193A | 1993-07-26 | 1993-07-26 | |
| US21098094A | 1994-03-21 | 1994-03-21 | |
| PCT/EP1994/002312 WO1995003282A2 (en) | 1993-07-26 | 1994-07-14 | Process for the preparation of substituted 4,6-diamino-5-cyanopyrimidines |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NO960307D0 NO960307D0 (en) | 1996-01-25 |
| NO960307L true NO960307L (en) | 1996-01-25 |
Family
ID=26792702
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO960307A NO960307L (en) | 1993-07-26 | 1996-01-25 | Process for the preparation of substituted 4,6-diamino-5-cyanopyrimidines |
Country Status (15)
| Country | Link |
|---|---|
| EP (1) | EP0711285A1 (en) |
| JP (1) | JPH09500632A (en) |
| CN (1) | CN1128024A (en) |
| AU (1) | AU7385994A (en) |
| BG (1) | BG100366A (en) |
| BR (1) | BR9407024A (en) |
| CA (1) | CA2166989A1 (en) |
| CZ (1) | CZ22496A3 (en) |
| FI (1) | FI960332A (en) |
| HU (1) | HUT73357A (en) |
| IL (1) | IL110425A0 (en) |
| LV (1) | LV11463B (en) |
| NO (1) | NO960307L (en) |
| SK (1) | SK10396A3 (en) |
| WO (1) | WO1995003282A2 (en) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2297112C (en) * | 1997-08-27 | 2009-04-07 | Novartis Ag | Dicyclanil polymorphs and hydrates and their preparation |
| EP2138480B1 (en) * | 2007-04-19 | 2011-10-12 | Nippon Soda Co., Ltd. | Method for production of n-(2-amino-1,2-dicyanovinyl)imidates and method for production of aminoimidazole derivatives |
| CN102250017A (en) * | 2011-06-15 | 2011-11-23 | 扬州天和药业有限公司 | Synthesizing method of dicyclanil |
| CN102399193A (en) * | 2011-12-15 | 2012-04-04 | 连云港市亚晖医药化工有限公司 | Method for preparing 4,6-diamino-2-(cyclopropylamino)-5-pyrimidinecarbonitrile |
| CN104130197A (en) * | 2014-07-29 | 2014-11-05 | 华中农业大学 | Chemical synthetic method of 2,4,6-triamido-5-cyano pyrimidine |
| CN104649982B (en) * | 2015-02-26 | 2016-12-07 | 齐鲁晟华制药有限公司 | A kind of preparation method of Dicyclanil |
| CN107056655B (en) * | 2017-01-22 | 2018-12-04 | 营口三征新科技化工有限公司 | A kind of preparation method of two acrylonitrile sodium salt of 1- amino -1- cyanogen amino -2,2- |
| CN106966922B (en) * | 2017-03-28 | 2020-10-27 | 中国科学院大学 | Synthesis method of functional substituted dicyanoethylene compound |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1135913B (en) * | 1960-11-08 | 1962-09-06 | Bayer Ag | Process for the preparation of 2-methyl-4-amino-5-cyanopyrimidine |
| US3226424A (en) * | 1962-10-03 | 1965-12-28 | Hoffmann La Roche | Process for preparing 2-lower alkoxy-1,1-dicyanoethylene and 2-amino-1,1-dicyanoethylene |
| US4783468A (en) * | 1986-04-30 | 1988-11-08 | Ciba-Geigy Corporation | Insecticidal 5-pyrimidine carbonitriles |
-
1994
- 1994-07-14 CZ CZ96224A patent/CZ22496A3/en unknown
- 1994-07-14 BR BR9407024A patent/BR9407024A/en not_active Application Discontinuation
- 1994-07-14 EP EP94923734A patent/EP0711285A1/en not_active Withdrawn
- 1994-07-14 CA CA002166989A patent/CA2166989A1/en not_active Abandoned
- 1994-07-14 CN CN94192888.8A patent/CN1128024A/en active Pending
- 1994-07-14 HU HU9503959A patent/HUT73357A/en unknown
- 1994-07-14 WO PCT/EP1994/002312 patent/WO1995003282A2/en not_active Application Discontinuation
- 1994-07-14 AU AU73859/94A patent/AU7385994A/en not_active Abandoned
- 1994-07-14 JP JP7504913A patent/JPH09500632A/en active Pending
- 1994-07-14 SK SK103-96A patent/SK10396A3/en unknown
- 1994-07-25 IL IL11042594A patent/IL110425A0/en unknown
-
1996
- 1996-01-24 FI FI960332A patent/FI960332A/en not_active Application Discontinuation
- 1996-01-25 NO NO960307A patent/NO960307L/en unknown
- 1996-02-19 BG BG100366A patent/BG100366A/en unknown
- 1996-02-26 LV LVP-96-53A patent/LV11463B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NO960307D0 (en) | 1996-01-25 |
| EP0711285A1 (en) | 1996-05-15 |
| BG100366A (en) | 1996-07-31 |
| FI960332A0 (en) | 1996-01-24 |
| AU7385994A (en) | 1995-02-20 |
| CZ22496A3 (en) | 1996-04-17 |
| IL110425A0 (en) | 1994-10-21 |
| WO1995003282A3 (en) | 1995-04-13 |
| FI960332A (en) | 1996-01-24 |
| HU9503959D0 (en) | 1996-03-28 |
| LV11463B (en) | 1996-12-20 |
| SK10396A3 (en) | 1996-09-04 |
| CN1128024A (en) | 1996-07-31 |
| LV11463A (en) | 1996-08-20 |
| CA2166989A1 (en) | 1995-02-02 |
| WO1995003282A2 (en) | 1995-02-02 |
| BR9407024A (en) | 1996-09-10 |
| HUT73357A (en) | 1996-07-29 |
| JPH09500632A (en) | 1997-01-21 |
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