DE1117591B - Verfahren zur Herstellung von 1-(2'-Hydroxyaethyl)-3-(5-nitrofurfuryliden-amino)-imidazolidin-thion-(2) - Google Patents
Verfahren zur Herstellung von 1-(2'-Hydroxyaethyl)-3-(5-nitrofurfuryliden-amino)-imidazolidin-thion-(2)Info
- Publication number
- DE1117591B DE1117591B DEN18818A DEN0018818A DE1117591B DE 1117591 B DE1117591 B DE 1117591B DE N18818 A DEN18818 A DE N18818A DE N0018818 A DEN0018818 A DE N0018818A DE 1117591 B DE1117591 B DE 1117591B
- Authority
- DE
- Germany
- Prior art keywords
- thione
- amino
- imidazolidin
- nitrofurfurylidene
- preparation
- 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
- 238000000034 method Methods 0.000 title claims description 5
- -1 5-nitrofurfurylidene-amino Chemical group 0.000 title description 4
- NDSTUUPEXNCUNW-UHFFFAOYSA-N (5-nitrofuran-2-yl)methanol Chemical compound OCC1=CC=C([N+]([O-])=O)O1 NDSTUUPEXNCUNW-UHFFFAOYSA-N 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 description 6
- 239000000243 solution Substances 0.000 description 5
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000000706 filtrate Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 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
- 241000223932 Eimeria tenella Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 241000607142 Salmonella Species 0.000 description 1
- 241000295644 Staphylococcaceae Species 0.000 description 1
- 206010041925 Staphylococcal infections Diseases 0.000 description 1
- 241000191967 Staphylococcus aureus Species 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 230000000973 chemotherapeutic effect Effects 0.000 description 1
- 239000003937 drug carrier Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 1
- 235000011389 fruit/vegetable juice Nutrition 0.000 description 1
- 231100000518 lethal Toxicity 0.000 description 1
- 230000001665 lethal effect Effects 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 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
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000001225 therapeutic effect Effects 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
- C07D405/12—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 linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US84820159A | 1959-10-23 | 1959-10-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1117591B true DE1117591B (de) | 1961-11-23 |
Family
ID=25302634
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEN18818A Pending DE1117591B (de) | 1959-10-23 | 1960-08-25 | Verfahren zur Herstellung von 1-(2'-Hydroxyaethyl)-3-(5-nitrofurfuryliden-amino)-imidazolidin-thion-(2) |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE596218A (enrdf_load_stackoverflow) |
| CH (1) | CH385216A (enrdf_load_stackoverflow) |
| DE (1) | DE1117591B (enrdf_load_stackoverflow) |
| GB (1) | GB909879A (enrdf_load_stackoverflow) |
| NL (1) | NL257071A (enrdf_load_stackoverflow) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1166203B (de) * | 1961-12-06 | 1964-03-26 | Norwich Pharma Co | Verfahren zur Herstellung von 3-(2-Cyanoaethyl)-1-(5-nitrofurfuryliden-amino)-hydantoin |
| DE1168915B (de) * | 1961-12-06 | 1964-04-30 | Norwich Pharma Co | Verfahren zur Herstellung von 3-Alkenyl- und 3-Alkinyl-1-(5-nitrofurfuryliden-amino)-hydantoinen |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH06509803A (ja) * | 1991-08-14 | 1994-11-02 | プロクター、エンド、ギャンブル、ファーマスーティカルズ、インコーポレーテッド | 抗不整脈及び抗細動剤として有用な新規環状尿素類 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1005970B (de) * | 1953-08-10 | 1957-04-11 | Norwich Pharma Co | Verfahren zur Herstellung neuer Hydrazone der 5-Nitrofuran-Reihe |
-
0
- NL NL257071D patent/NL257071A/xx unknown
-
1960
- 1960-08-25 DE DEN18818A patent/DE1117591B/de active Pending
- 1960-09-21 GB GB3240460A patent/GB909879A/en not_active Expired
- 1960-09-28 CH CH1093260A patent/CH385216A/de unknown
- 1960-10-20 BE BE596218A patent/BE596218A/nl unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1005970B (de) * | 1953-08-10 | 1957-04-11 | Norwich Pharma Co | Verfahren zur Herstellung neuer Hydrazone der 5-Nitrofuran-Reihe |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1166203B (de) * | 1961-12-06 | 1964-03-26 | Norwich Pharma Co | Verfahren zur Herstellung von 3-(2-Cyanoaethyl)-1-(5-nitrofurfuryliden-amino)-hydantoin |
| DE1168915B (de) * | 1961-12-06 | 1964-04-30 | Norwich Pharma Co | Verfahren zur Herstellung von 3-Alkenyl- und 3-Alkinyl-1-(5-nitrofurfuryliden-amino)-hydantoinen |
Also Published As
| Publication number | Publication date |
|---|---|
| GB909879A (en) | 1962-11-07 |
| BE596218A (nl) | 1961-02-15 |
| NL257071A (enrdf_load_stackoverflow) | |
| CH385216A (de) | 1964-12-15 |
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