NL7504691A - Tetrahydrofuranyl uracil derivs prepn. - by reacting 2,3-dihydrofuran with dry hydrogen chloride and then 2,4-bis(trimethylsilyl-oxy) pyrimidine deriv - Google Patents
Tetrahydrofuranyl uracil derivs prepn. - by reacting 2,3-dihydrofuran with dry hydrogen chloride and then 2,4-bis(trimethylsilyl-oxy) pyrimidine derivInfo
- Publication number
- NL7504691A NL7504691A NL7504691A NL7504691A NL7504691A NL 7504691 A NL7504691 A NL 7504691A NL 7504691 A NL7504691 A NL 7504691A NL 7504691 A NL7504691 A NL 7504691A NL 7504691 A NL7504691 A NL 7504691A
- Authority
- NL
- Netherlands
- Prior art keywords
- dihydrofuran
- bis
- reacting
- tetrahydrofuranyl
- trimethylsilyl
- Prior art date
Links
- JKTCBAGSMQIFNL-UHFFFAOYSA-N 2,3-dihydrofuran Chemical compound C1CC=CO1 JKTCBAGSMQIFNL-UHFFFAOYSA-N 0.000 title abstract 2
- ALBNIGFLZXAYBX-UHFFFAOYSA-N 3-(oxolan-2-yl)-1h-pyrimidine-2,4-dione Chemical compound O=C1C=CNC(=O)N1C1OCCC1 ALBNIGFLZXAYBX-UHFFFAOYSA-N 0.000 title 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 title 1
- FSBNTQRWSOTNEW-UHFFFAOYSA-N Pyrimidine, 2,4- bis[(trimethylsilyl)oxy]- Chemical compound C[Si](C)(C)OC1=CC=NC(O[Si](C)(C)C)=N1 FSBNTQRWSOTNEW-UHFFFAOYSA-N 0.000 title 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 title 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 title 1
- WFWLQNSHRPWKFK-UHFFFAOYSA-N Tegafur Chemical compound O=C1NC(=O)C(F)=CN1C1OCCC1 WFWLQNSHRPWKFK-UHFFFAOYSA-N 0.000 abstract 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 230000000340 anti-metabolite Effects 0.000 abstract 1
- 230000000259 anti-tumor effect Effects 0.000 abstract 1
- 229940100197 antimetabolite Drugs 0.000 abstract 1
- 239000002256 antimetabolite Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 230000004060 metabolic process Effects 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 229940035893 uracil Drugs 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Saccharide Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
The prepn. of N1-(2'-furanidyl)-5 substd. -uracil derivs. of formula (I) (where R is H, halogen or alkyl) comprises treating 2,3-dihydrofuran with dry HCl in an organic solvent, esp. a chlorinated aliphatic hydrocarbon, and reacting the prod. with 5-substd. -2,4-bis-(trimethylsilyloxy)-pyrimidines at is not >10 degrees C. The prods. of the reaction are also claimed. The prods. are esp. useful as antimetabolites of nucleic metabolism; N1-(2'-furanidyl)-5-fluorouracil is the active principle of an antitumour preparation. The present process gives improved yields c.f. prior art prepns. and the starting materials are more stable.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL7504691A NL7504691A (en) | 1975-04-21 | 1975-04-21 | Tetrahydrofuranyl uracil derivs prepn. - by reacting 2,3-dihydrofuran with dry hydrogen chloride and then 2,4-bis(trimethylsilyl-oxy) pyrimidine deriv |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL7504691A NL7504691A (en) | 1975-04-21 | 1975-04-21 | Tetrahydrofuranyl uracil derivs prepn. - by reacting 2,3-dihydrofuran with dry hydrogen chloride and then 2,4-bis(trimethylsilyl-oxy) pyrimidine deriv |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NL7504691A true NL7504691A (en) | 1976-10-25 |
Family
ID=19823620
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NL7504691A NL7504691A (en) | 1975-04-21 | 1975-04-21 | Tetrahydrofuranyl uracil derivs prepn. - by reacting 2,3-dihydrofuran with dry hydrogen chloride and then 2,4-bis(trimethylsilyl-oxy) pyrimidine deriv |
Country Status (1)
| Country | Link |
|---|---|
| NL (1) | NL7504691A (en) |
-
1975
- 1975-04-21 NL NL7504691A patent/NL7504691A/en unknown
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