DE1224318B - Verfahren zur Herstellung von 6-[5-Nitrofuryl-(2)]-uracil - Google Patents
Verfahren zur Herstellung von 6-[5-Nitrofuryl-(2)]-uracilInfo
- Publication number
- DE1224318B DE1224318B DEN22307A DEN0022307A DE1224318B DE 1224318 B DE1224318 B DE 1224318B DE N22307 A DEN22307 A DE N22307A DE N0022307 A DEN0022307 A DE N0022307A DE 1224318 B DE1224318 B DE 1224318B
- Authority
- DE
- Germany
- Prior art keywords
- uracil
- nitrofuryl
- preparation
- acid
- mixture
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 229940035893 uracil Drugs 0.000 title claims description 9
- 238000000034 method Methods 0.000 title claims description 6
- 238000002360 preparation method Methods 0.000 title claims description 5
- ISAKRJDGNUQOIC-UHFFFAOYSA-N Uracil Chemical compound O=C1C=CNC(=O)N1 ISAKRJDGNUQOIC-UHFFFAOYSA-N 0.000 title description 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 3
- 239000004202 carbamide Substances 0.000 claims description 3
- 229910017604 nitric acid Inorganic materials 0.000 claims description 3
- 229910014033 C-OH Inorganic materials 0.000 claims description 2
- 229910014570 C—OH Inorganic materials 0.000 claims description 2
- 238000003786 synthesis reaction Methods 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 230000000844 anti-bacterial effect Effects 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 241000699670 Mus sp. Species 0.000 description 3
- 241000607142 Salmonella Species 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 241001465754 Metazoa Species 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000011541 reaction mixture 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
- 208000035143 Bacterial infection Diseases 0.000 description 1
- 101100028689 Drosophila melanogaster rho-7 gene Proteins 0.000 description 1
- 241000186810 Erysipelothrix rhusiopathiae Species 0.000 description 1
- 241000588724 Escherichia coli Species 0.000 description 1
- 241000193985 Streptococcus agalactiae Species 0.000 description 1
- 241000193996 Streptococcus pyogenes Species 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 208000022362 bacterial infectious disease Diseases 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 230000034994 death Effects 0.000 description 1
- 231100000517 death Toxicity 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 125000002541 furyl group Chemical group 0.000 description 1
- 230000035876 healing Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 229940126601 medicinal product Drugs 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 230000000802 nitrating effect Effects 0.000 description 1
- IAIWVQXQOWNYOU-FPYGCLRLSA-N nitrofural Chemical class NC(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 IAIWVQXQOWNYOU-FPYGCLRLSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 231100001274 therapeutic index Toxicity 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US171584A US3121083A (en) | 1962-02-07 | 1962-02-07 | 6-(5-nitro-2-furyl)uracil |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1224318B true DE1224318B (de) | 1966-09-08 |
Family
ID=22624322
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEN22307A Pending DE1224318B (de) | 1962-02-07 | 1962-11-03 | Verfahren zur Herstellung von 6-[5-Nitrofuryl-(2)]-uracil |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US3121083A (en, 2012) |
| BE (1) | BE628029A (en, 2012) |
| BR (1) | BR6346566D0 (en, 2012) |
| CH (1) | CH403774A (en, 2012) |
| DE (1) | DE1224318B (en, 2012) |
| DK (1) | DK100300C (en, 2012) |
| ES (1) | ES284285A1 (en, 2012) |
| FR (1) | FR2334M (en, 2012) |
| GB (1) | GB956231A (en, 2012) |
| NL (1) | NL288632A (en, 2012) |
| SE (1) | SE218700C1 (en, 2012) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AT217463B (de) * | 1960-02-23 | 1961-10-10 | Norwich Pharma Co | Verfahren zur Herstellung des neuen 6-(5'-Nitro-2'-furyl)-azauracils |
-
0
- NL NL288632D patent/NL288632A/xx unknown
- BE BE628029D patent/BE628029A/xx unknown
-
1962
- 1962-02-07 US US171584A patent/US3121083A/en not_active Expired - Lifetime
- 1962-11-03 DE DEN22307A patent/DE1224318B/de active Pending
- 1962-11-13 CH CH1326562A patent/CH403774A/de unknown
-
1963
- 1963-01-17 FR FR921726A patent/FR2334M/fr active Active
- 1963-01-18 ES ES284285A patent/ES284285A1/es not_active Expired
- 1963-01-24 GB GB2999/63A patent/GB956231A/en not_active Expired
- 1963-01-30 BR BR146566/63A patent/BR6346566D0/pt unknown
- 1963-01-31 SE SE107863A patent/SE218700C1/sl unknown
- 1963-02-01 DK DK48063AA patent/DK100300C/da active
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AT217463B (de) * | 1960-02-23 | 1961-10-10 | Norwich Pharma Co | Verfahren zur Herstellung des neuen 6-(5'-Nitro-2'-furyl)-azauracils |
Also Published As
| Publication number | Publication date |
|---|---|
| SE218700C1 (en, 2012) | 1968-02-13 |
| CH403774A (de) | 1965-12-15 |
| US3121083A (en) | 1964-02-11 |
| ES284285A1 (es) | 1963-03-16 |
| GB956231A (en) | 1964-04-22 |
| BR6346566D0 (pt) | 1973-06-14 |
| DK100300C (da) | 1964-11-16 |
| BE628029A (en, 2012) | |
| NL288632A (en, 2012) | |
| FR2334M (fr) | 1964-02-20 |
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