SU1117298A1 - Способ получени производного урацила - Google Patents
Способ получени производного урацила Download PDFInfo
- Publication number
- SU1117298A1 SU1117298A1 SU762386218A SU2386218A SU1117298A1 SU 1117298 A1 SU1117298 A1 SU 1117298A1 SU 762386218 A SU762386218 A SU 762386218A SU 2386218 A SU2386218 A SU 2386218A SU 1117298 A1 SU1117298 A1 SU 1117298A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- uracil
- dihydrofuran
- bis
- obtaining
- uracil derivative
- Prior art date
Links
- ISAKRJDGNUQOIC-UHFFFAOYSA-N Uracil Chemical class O=C1C=CNC(=O)N1 ISAKRJDGNUQOIC-UHFFFAOYSA-N 0.000 title claims abstract description 19
- 238000000034 method Methods 0.000 title claims abstract description 15
- JKTCBAGSMQIFNL-UHFFFAOYSA-N 2,3-dihydrofuran Chemical compound C1CC=CO1 JKTCBAGSMQIFNL-UHFFFAOYSA-N 0.000 claims abstract description 12
- AOJFQRQNPXYVLM-UHFFFAOYSA-N pyridin-1-ium;chloride Chemical compound [Cl-].C1=CC=[NH+]C=C1 AOJFQRQNPXYVLM-UHFFFAOYSA-N 0.000 claims abstract description 10
- 229940035893 uracil Drugs 0.000 claims abstract description 6
- 239000003960 organic solvent Substances 0.000 claims abstract description 4
- 238000004519 manufacturing process Methods 0.000 claims abstract description 3
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 claims 1
- -1 trimethylsilyloxy Chemical group 0.000 abstract description 8
- 239000000047 product Substances 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000004587 chromatography analysis Methods 0.000 description 4
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 4
- MPVQFVDWJDULDL-UHFFFAOYSA-N (5-fluoro-2-trimethylsilyloxypyrimidin-4-yl)oxy-trimethylsilane Chemical compound C[Si](C)(C)OC1=NC=C(F)C(O[Si](C)(C)C)=N1 MPVQFVDWJDULDL-UHFFFAOYSA-N 0.000 description 3
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 239000012295 chemical reaction liquid Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- QTMKVYNBRANRNQ-UHFFFAOYSA-N O1[C-]=C(C=C1)Cl Chemical group O1[C-]=C(C=C1)Cl QTMKVYNBRANRNQ-UHFFFAOYSA-N 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 238000000862 absorption spectrum Methods 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 150000002730 mercury Chemical class 0.000 description 2
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- ZVAKZVDJIUFFFP-UHFFFAOYSA-N 2-chlorooxolane Chemical compound ClC1CCCO1 ZVAKZVDJIUFFFP-UHFFFAOYSA-N 0.000 description 1
- JVCXAMPRNBMALM-UHFFFAOYSA-N 5-fluoro-3,6-bis(trimethylsilyl)-1h-pyrimidine-2,4-dione Chemical compound C[Si](C)(C)C=1NC(=O)N([Si](C)(C)C)C(=O)C=1F JVCXAMPRNBMALM-UHFFFAOYSA-N 0.000 description 1
- XVMSFILGAMDHEY-UHFFFAOYSA-N 6-(4-aminophenyl)sulfonylpyridin-3-amine Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=N1 XVMSFILGAMDHEY-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- 238000005727 Friedel-Crafts reaction Methods 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 229960002949 fluorouracil Drugs 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 150000003230 pyrimidines Chemical class 0.000 description 1
- 238000010183 spectrum analysis Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
Landscapes
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9259175A JPS5231079A (en) | 1975-07-31 | 1975-07-31 | Preparation of uracil derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU1117298A1 true SU1117298A1 (ru) | 1984-10-07 |
Family
ID=14058677
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU762386218A SU1117298A1 (ru) | 1975-07-31 | 1976-07-30 | Способ получени производного урацила |
| SU772522952A SU1193152A1 (ru) | 1975-07-31 | 1977-09-21 | Способ получени производных урацила |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU772522952A SU1193152A1 (ru) | 1975-07-31 | 1977-09-21 | Способ получени производных урацила |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JPS5231079A (enrdf_load_stackoverflow) |
| SU (2) | SU1117298A1 (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000021956A1 (fr) * | 1998-10-12 | 2000-04-20 | Leonidov Nikolai B | Nouvelle modification cristalline de 5-fluoro-1-(tetrahydro-2-furyl)-uracyle, et composes complexes a base de cette modification ayant une activite antitumorale |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS528610B2 (enrdf_load_stackoverflow) * | 1972-05-30 | 1977-03-10 | ||
| JPS5539545B2 (enrdf_load_stackoverflow) * | 1973-06-23 | 1980-10-13 |
-
1975
- 1975-07-31 JP JP9259175A patent/JPS5231079A/ja active Granted
-
1976
- 1976-07-30 SU SU762386218A patent/SU1117298A1/ru active
-
1977
- 1977-09-21 SU SU772522952A patent/SU1193152A1/ru active
Non-Patent Citations (1)
| Title |
|---|
| 1. Патент Бельгии № 708903, кл. С 07 D, опублик. 1968. 2.Патент Бельгии № 807556, кл. С 07 D, опублик. 1981. 3.Авторское свидетельство СССР № 721439. кл. С 07 405/04, 1973. * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000021956A1 (fr) * | 1998-10-12 | 2000-04-20 | Leonidov Nikolai B | Nouvelle modification cristalline de 5-fluoro-1-(tetrahydro-2-furyl)-uracyle, et composes complexes a base de cette modification ayant une activite antitumorale |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5231079A (en) | 1977-03-09 |
| JPS5246953B2 (enrdf_load_stackoverflow) | 1977-11-29 |
| SU1193152A1 (ru) | 1985-11-23 |
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