SE435178B - Sett att framstella 2-isopropylamino-pyrimidin - Google Patents
Sett att framstella 2-isopropylamino-pyrimidinInfo
- Publication number
- SE435178B SE435178B SE8004659A SE8004659A SE435178B SE 435178 B SE435178 B SE 435178B SE 8004659 A SE8004659 A SE 8004659A SE 8004659 A SE8004659 A SE 8004659A SE 435178 B SE435178 B SE 435178B
- Authority
- SE
- Sweden
- Prior art keywords
- pyrimidine
- isopropylamino
- methylsulfonyl
- isopropylamine
- solvent
- 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
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/42—One nitrogen atom
-
- 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
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/38—One sulfur atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
-3004659-2 355) användes för framställning av 2-metyltio-pyrimidinen med kvantitativt utbyte.
Följande reaktionsschema beskriver syntesen utgående från 2-merkapto-pyrimidin.
Q; n, @} i Q; .....@:, N.
Följande exempel beskriver förbättringen av förfa- randet.
Exempel (a) Syntes av 2-metylsulfonyl-pyrimidin I en 200 ml reaktor satsades 10 g (0,0794 mol) 2- metyltiopyrimidin och 100 ml vatten.
Klor bubblades sakta genom blandningen vid en tempe- ratur något under 00 C. Efter 5 minuter erhölls en lösning.
Införsel av klor-fortsattes sakta under l timme, varvid samma temperatur upprätthölls. Under denna tid bekräftades reak- tionens fortskridande med tunnskiktskromatografi. Klortill- förseln avbröts därefter. Kolven skakades under ytterligare 1 time vid o° c. pH-väraet justerndes till s med användning av KZCO3. Extraktion skedde med ett klorerat lösningsmedel.
Den qrganiska fasen torkades med användning av Na2SO4, och lösningsmedlet indunstades därefter.
I En vit produkt erhölls, som omkristalliserades två gånger ur etanol. i utbyte 11,3 g: 90 t. smältpunkt 7o,72° c (littera- turvärde 73 - 74° c). (b) Syntes av 2-isopropylamino-pyrimidin : 2 g (0,0l26 mol) 2-metylsulfonyl-pyrimidinet suspen- derades i 20 ml isopropylamin. Återloppskokning utfördes, varvid en lösning snabbt erhölls. Efter l timme (reaktionens fortskridande bekräfta- | des med tunnskiktskromatografi) avbröts återloppskokningen, och överskott av isopropylamin avlägsnades. 100 ml vatten ¿aø4ss9-2 tillsattes, och pH-värdet justerades till 9 med användning av utspädd natriumhydroxid.
Extraktion skedde med ett klorerat lösningsmedel. Den organiska fasen torkades över Na2SO4, och lösningsmedlet in- dunstades. 1,7 g produkt erhölls (cirka 100-procentigt utbyte).
Produkten kunde användas som den var eller i form av dess salt.
Claims (2)
1. 8904659-2 Patentkrav Sätt att framställa 2-isopropylamino-tyrimidin med aminolys, k ä n n e t e c k n a t av att i stökiometriska proportioner isopropylamin och 2-metylsulfonyl-pyrimidin återloppskokas i från- varo av ett lösningsmedel. 3004659-2 Sammandrag Föreliggande uppfinning avser ett förfarande för syntes av 2-isopropylamino-pyrimidin genom amínolys av
2. -metylsulfonyl-pyrimidin med användning av isopropylamin. Aminolysen utföres enligt uppfinningen genom återloppskok- ning av isopropylamin och 2-metylsulfonyl-pyrimidín i från- varo av lösningsmedel. Med detta förfarande har 2-iso- propylamino-pyrimidin erhållits med huvudsakligen kvanti- tativt utbyte.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB7923224 | 1979-07-04 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SE8004659L SE8004659L (sv) | 1981-01-05 |
| SE435178B true SE435178B (sv) | 1984-09-10 |
Family
ID=10506281
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE8004659A SE435178B (sv) | 1979-07-04 | 1980-06-24 | Sett att framstella 2-isopropylamino-pyrimidin |
Country Status (30)
| Country | Link |
|---|---|
| US (1) | US4266058A (sv) |
| JP (1) | JPS6054312B2 (sv) |
| AR (1) | AR222393A1 (sv) |
| AT (1) | AT375072B (sv) |
| AU (1) | AU529586B2 (sv) |
| BE (1) | BE883751A (sv) |
| CA (1) | CA1132563A (sv) |
| CH (1) | CH644109A5 (sv) |
| DE (1) | DE3025419C2 (sv) |
| DK (1) | DK287480A (sv) |
| EG (1) | EG14820A (sv) |
| ES (1) | ES492747A0 (sv) |
| FI (1) | FI66356C (sv) |
| FR (1) | FR2460937A1 (sv) |
| GR (1) | GR69276B (sv) |
| HK (1) | HK32584A (sv) |
| IE (1) | IE49932B1 (sv) |
| IL (1) | IL60234A (sv) |
| IN (1) | IN154499B (sv) |
| LU (1) | LU82517A1 (sv) |
| MA (1) | MA18890A1 (sv) |
| MX (1) | MX6162E (sv) |
| NL (1) | NL8003616A (sv) |
| NO (1) | NO802004L (sv) |
| NZ (1) | NZ194017A (sv) |
| OA (1) | OA06607A (sv) |
| PT (1) | PT71477A (sv) |
| SE (1) | SE435178B (sv) |
| SG (1) | SG50383G (sv) |
| ZA (1) | ZA803340B (sv) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4661303A (en) * | 1985-06-11 | 1987-04-28 | The Dow Chemical Company | Reactive coextrusion of functionalized polymers |
| US5264435A (en) * | 1988-12-29 | 1993-11-23 | Mitsui Petrochemical Industries, Ltd. | Pyrimidines and their pharmaceutical acceptable salts, and their use as medicines |
| HU206337B (en) * | 1988-12-29 | 1992-10-28 | Mitsui Petrochemical Ind | Process for producing pyrimidine derivatives and pharmaceutical compositions |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2586844A (en) * | 1947-10-21 | 1952-02-26 | Ayerst Mckenna & Harrison | Preparation of delta2-1, 3-diazacycloalkenes |
| GB1523274A (en) * | 1974-08-05 | 1978-08-31 | Ici Ltd | Herbicidal compositions containing substituted pyrimidine |
-
1980
- 1980-06-04 ZA ZA00803340A patent/ZA803340B/xx unknown
- 1980-06-04 IN IN414/DEL/80A patent/IN154499B/en unknown
- 1980-06-05 FI FI801817A patent/FI66356C/fi not_active IP Right Cessation
- 1980-06-05 IL IL60234A patent/IL60234A/xx unknown
- 1980-06-06 GR GR62136A patent/GR69276B/el unknown
- 1980-06-10 BE BE0/200985A patent/BE883751A/fr not_active IP Right Cessation
- 1980-06-11 NZ NZ194017A patent/NZ194017A/xx unknown
- 1980-06-11 LU LU82517A patent/LU82517A1/fr unknown
- 1980-06-12 AT AT0310580A patent/AT375072B/de not_active IP Right Cessation
- 1980-06-23 US US06/162,114 patent/US4266058A/en not_active Expired - Lifetime
- 1980-06-23 NL NL8003616A patent/NL8003616A/nl not_active Application Discontinuation
- 1980-06-24 SE SE8004659A patent/SE435178B/sv not_active IP Right Cessation
- 1980-06-25 ES ES492747A patent/ES492747A0/es active Granted
- 1980-06-27 CH CH494480A patent/CH644109A5/fr not_active IP Right Cessation
- 1980-06-30 IE IE1355/80A patent/IE49932B1/en unknown
- 1980-06-30 JP JP55088001A patent/JPS6054312B2/ja not_active Expired
- 1980-07-01 MX MX808898U patent/MX6162E/es unknown
- 1980-07-01 PT PT71477A patent/PT71477A/pt unknown
- 1980-07-01 MA MA19087A patent/MA18890A1/fr unknown
- 1980-07-02 AR AR281619D patent/AR222393A1/es active
- 1980-07-03 CA CA355,324A patent/CA1132563A/en not_active Expired
- 1980-07-03 DK DK287480A patent/DK287480A/da unknown
- 1980-07-03 NO NO802004A patent/NO802004L/no unknown
- 1980-07-04 DE DE3025419A patent/DE3025419C2/de not_active Expired
- 1980-07-04 FR FR8014890A patent/FR2460937A1/fr active Granted
- 1980-07-04 AU AU60113/80A patent/AU529586B2/en not_active Ceased
- 1980-07-04 OA OA57154A patent/OA06607A/xx unknown
- 1980-07-05 EG EG398/80A patent/EG14820A/xx active
-
1983
- 1983-08-13 SG SG50383A patent/SG50383G/en unknown
-
1984
- 1984-04-12 HK HK325/84A patent/HK32584A/xx unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| NUG | Patent has lapsed |
Ref document number: 8004659-2 Effective date: 19910131 Format of ref document f/p: F |