KR850004960A - 2-이소프로필-4-메틸-6-히드록시피리미딘의 제조방법 - Google Patents
2-이소프로필-4-메틸-6-히드록시피리미딘의 제조방법 Download PDFInfo
- Publication number
- KR850004960A KR850004960A KR1019840003853A KR840003853A KR850004960A KR 850004960 A KR850004960 A KR 850004960A KR 1019840003853 A KR1019840003853 A KR 1019840003853A KR 840003853 A KR840003853 A KR 840003853A KR 850004960 A KR850004960 A KR 850004960A
- Authority
- KR
- South Korea
- Prior art keywords
- methyl
- isopropyl
- alkali metal
- hydroxy pyrimidine
- reaction
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 12
- AJPIUNPJBFBUKK-UHFFFAOYSA-N 2-isopropyl-6-methylpyrimidin-4-ol Chemical compound CC(C)C1=NC(C)=CC(O)=N1 AJPIUNPJBFBUKK-UHFFFAOYSA-N 0.000 title claims 10
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 claims 6
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims 4
- -1 isobutyryl compound Chemical class 0.000 claims 4
- 238000005917 acylation reaction Methods 0.000 claims 3
- 229910052783 alkali metal Inorganic materials 0.000 claims 3
- LSACYLWPPQLVSM-UHFFFAOYSA-N isobutyric acid anhydride Chemical compound CC(C)C(=O)OC(=O)C(C)C LSACYLWPPQLVSM-UHFFFAOYSA-N 0.000 claims 3
- 238000004519 manufacturing process Methods 0.000 claims 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 2
- 238000002360 preparation method Methods 0.000 claims 2
- VTGOHKSTWXHQJK-UHFFFAOYSA-N pyrimidin-2-ol Chemical class OC1=NC=CC=N1 VTGOHKSTWXHQJK-UHFFFAOYSA-N 0.000 claims 2
- 238000007363 ring formation reaction Methods 0.000 claims 2
- UAUSQEVPWPGBHG-IHWYPQMZSA-N (z)-3-aminobut-2-enamide Chemical compound C\C(N)=C\C(N)=O UAUSQEVPWPGBHG-IHWYPQMZSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 150000001408 amides Chemical class 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 238000000354 decomposition reaction Methods 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
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
- C07D239/34—One oxygen 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
- C07D239/34—One oxygen atom
- C07D239/36—One oxygen atom as doubly bound oxygen atom or as unsubstituted hydroxy radical
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (5)
- 3-아미노 크로톤산 아미드를 이소부티릴 화합물과 아실화시킨 다음 이 생성물을 알칼리성(alkaline)상태하에서 고리화시켜, 이 화합물을 반응 결과 얻어진 알카리금속염 형태의 히드록시 피리미딘 유도체에서 산에 의해 유리시켜, 2-이소프로필-4-메틸-6-히드록시 피리미딘을 제조하는 방법에 있어서, 제1프로세스공정에서 그 아신화반응이 용매를 제외하고 50-120℃의 온도에서 이소부티트산의 알칼리금속염의 존재하에서 과잉량의 이소부티르산 무수물과 실시되며 제2프로세스 공정에서 그 고리화 반응이 그 반응혼합물 중에서 80-105℃의 온도로 알칼리 금속 히드록시드 수용액을 첨가시켜 실시한 다음 그 히드록시 피리미딘을 공지의 방법으로 분리시킴을 특징으로 하는 2-이소프로필-4-메틸-6-히드록시 피리미딘의 제조방법.
- 제1항에 있어서, 제1프로세스 공정의 아실화반응에서 3-아미노 크로토산아미드 1몰당 에소부티르산 무수물 1.01-1.5몰, 이소부티르산의 알칼리금속염 0.01-0.4몰을 사용함을 특징으로 한 2-이소프로필-4-메틸-6-히드록시 피리미딘의 제조방법.
- 제1항에 있어서, 제2프로세스 공정에서 알칼리 금속히드록시드 수용액의 농도 10-50wt%를 사용함을 특징으로 하는 2-이소프로필-4-메틸-6-히드록시 피리미딘의 제조방법.
- 제1항에 있어서, 제2프로세스 공정에서 첨가한 알칼리 금속 히드록시드의 총량은 아실화반응시에 생성되고 과잉량의 이소부티르산 무수물의 분해에 의해 얻어지는 이소부티르산을 중화반응시키며, 또 고리화반응을 시키는데 충분하도록 함을 특징으로 하는 2-이소프로필-4-메틸-6-히드록시 피리미딘의 제조방법.
- 제4항에 있어서, 제2프로세스공정의 고리화반응에서는 제1프로세스공정에서 사용된 3-아미노크토톤산 아미드 1몰당 알칼리금속 히드록시드 0.3-0.8몰을 사용함을 특징으로 하는 2-이소프로필-4-메틸-6-히드록시 피리미딘의 제조방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19833344429 DE3344429A1 (de) | 1983-12-08 | 1983-12-08 | Verfahren zur herstellung von 2-isopropyl-4-methyl-6-hydroxypyrimidin |
DE???P3344429.3 | 1983-12-08 | ||
DE3344429.3 | 1983-12-08 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR850004960A true KR850004960A (ko) | 1985-08-19 |
KR860001805B1 KR860001805B1 (ko) | 1986-10-23 |
Family
ID=6216391
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019840003853A KR860001805B1 (ko) | 1983-12-08 | 1984-07-04 | 2-이소프로필-4-메틸-6-히드록시 피리미딘의 제조방법 |
Country Status (7)
Country | Link |
---|---|
US (1) | US4585863A (ko) |
EP (1) | EP0148408B1 (ko) |
JP (1) | JPS60139674A (ko) |
KR (1) | KR860001805B1 (ko) |
DE (2) | DE3344429A1 (ko) |
HU (1) | HU196187B (ko) |
IL (1) | IL72271A (ko) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4791199A (en) * | 1985-09-19 | 1988-12-13 | G. D. Searle & Co. | Process for antiarrhythmic 1,3-diazabicyclo[4.4.0]dec-2-en-4-ones |
US7045586B2 (en) * | 2003-08-14 | 2006-05-16 | Dow Corning Corporation | Adhesives having improved chemical resistance and curable silicone compositions for preparing the adhesives |
US20080116144A1 (en) * | 2006-10-10 | 2008-05-22 | Spicer Randolph, Llc | Methods and compositions for reducing chlorine demand, decreasing disinfection by-products and controlling deposits in drinking water distribution systems |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2065698C3 (de) * | 1969-11-17 | 1979-08-30 | Chisso Corp., Osaka (Japan) | Verfahren zur Herstellung von 2-Isopropyl-6-methyl-4(3H)-pyrimidon |
US4012506A (en) * | 1975-07-03 | 1977-03-15 | Ciba-Geigy Corporation | Pyrimidyl thio- and dithio-phosphoric acid esters |
US4052396A (en) * | 1976-11-22 | 1977-10-04 | Ciba-Geigy Corporation | Process for the production of 2-alkyl or 2-cycloalkyl-4-methyl-6-hydroxypyrimidines |
US4052397A (en) * | 1976-11-22 | 1977-10-04 | Ciba-Geigy Corporation | Process for the production of 2-alkyl or 2-cycloalkyl-4-methyl-6-hydroxypyrimidines |
US4163848A (en) * | 1978-08-08 | 1979-08-07 | Ciba-Geigy Corporation | Process for the production of 2-alkyl- or cycloalkyl-4-methyl-6-hydroxypyrimidines |
DE2853887A1 (de) * | 1978-12-14 | 1980-07-03 | Consortium Elektrochem Ind | Verfahren zur herstellung von beta -isobutyrylaminocrotonsaeureamid |
DE2907773A1 (de) * | 1979-02-28 | 1980-09-11 | Consortium Elektrochem Ind | Verfahren zur herstellung von diazinon |
GB2083814B (en) * | 1980-09-11 | 1984-08-15 | Ciba Geigy Ag | Method for the production of 2-isopropyl-4-methyl-6-hydroxypyrimidine |
-
1983
- 1983-12-08 DE DE19833344429 patent/DE3344429A1/de not_active Withdrawn
-
1984
- 1984-06-29 IL IL72271A patent/IL72271A/xx unknown
- 1984-07-04 KR KR1019840003853A patent/KR860001805B1/ko not_active IP Right Cessation
- 1984-08-16 US US06/641,329 patent/US4585863A/en not_active Expired - Fee Related
- 1984-12-05 EP EP84114717A patent/EP0148408B1/de not_active Expired
- 1984-12-05 DE DE8484114717T patent/DE3469523D1/de not_active Expired
- 1984-12-07 JP JP59257731A patent/JPS60139674A/ja active Granted
- 1984-12-07 HU HU844573A patent/HU196187B/hu not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
IL72271A0 (en) | 1984-10-31 |
HUT36465A (en) | 1985-09-30 |
DE3469523D1 (en) | 1988-04-07 |
US4585863A (en) | 1986-04-29 |
HU196187B (en) | 1988-10-28 |
KR860001805B1 (ko) | 1986-10-23 |
JPS6121952B2 (ko) | 1986-05-29 |
EP0148408B1 (de) | 1988-03-02 |
DE3344429A1 (de) | 1985-06-20 |
EP0148408A1 (de) | 1985-07-17 |
JPS60139674A (ja) | 1985-07-24 |
IL72271A (en) | 1987-10-30 |
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Free format text: OPPOSITION NUMBER: 001986001251; OPPOSITION DATE: 19861223 |
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FPAY | Annual fee payment |
Payment date: 19901008 Year of fee payment: 5 |
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