JPH0548226B2 - - Google Patents
Info
- Publication number
- JPH0548226B2 JPH0548226B2 JP3536485A JP3536485A JPH0548226B2 JP H0548226 B2 JPH0548226 B2 JP H0548226B2 JP 3536485 A JP3536485 A JP 3536485A JP 3536485 A JP3536485 A JP 3536485A JP H0548226 B2 JPH0548226 B2 JP H0548226B2
- Authority
- JP
- Japan
- Prior art keywords
- hydroxy
- trifluoromethylimidazolidine
- dione
- trifluoropyruvate
- hydrate
- 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.)
- Expired - Fee Related
Links
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- DVIOGFLGQOLWTD-UHFFFAOYSA-N 3,3,3-trifluoro-2-oxopropanoic acid;hydrate Chemical compound O.OC(=O)C(=O)C(F)(F)F DVIOGFLGQOLWTD-UHFFFAOYSA-N 0.000 claims description 5
- HYPRYCJPDLMWCZ-UHFFFAOYSA-N 1-(trifluoromethyl)imidazolidine-2,4-dione Chemical compound FC(F)(F)N1C(NC(C1)=O)=O HYPRYCJPDLMWCZ-UHFFFAOYSA-N 0.000 claims description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 2
- 239000004202 carbamide Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 239000013078 crystal Substances 0.000 description 5
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 238000000862 absorption spectrum Methods 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- OYIPNLVSBKSDRS-UHFFFAOYSA-N 5-hydroxy-5-(trifluoromethyl)imidazolidine-2,4-dione Chemical compound FC(F)(F)C1(O)NC(=O)NC1=O OYIPNLVSBKSDRS-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- XGEGHDBEHXKFPX-UHFFFAOYSA-N N-methyl urea Chemical compound CNC(N)=O XGEGHDBEHXKFPX-UHFFFAOYSA-N 0.000 description 2
- 235000013877 carbamide Nutrition 0.000 description 2
- 150000002391 heterocyclic compounds Chemical class 0.000 description 2
- PGFXOWRDDHCDTE-UHFFFAOYSA-N hexafluoropropylene oxide Chemical compound FC(F)(F)C1(F)OC1(F)F PGFXOWRDDHCDTE-UHFFFAOYSA-N 0.000 description 2
- 230000001766 physiological effect Effects 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- 241000551547 Dione <red algae> Species 0.000 description 1
- 101100010166 Mus musculus Dok3 gene Proteins 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000002246 antineoplastic agent Substances 0.000 description 1
- 239000003443 antiviral agent Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3536485A JPS61197561A (ja) | 1985-02-26 | 1985-02-26 | ５−ヒドロキシ−５−トリフルオロメチルイミダゾリジン−２，４−ジオン類およびその製造法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3536485A JPS61197561A (ja) | 1985-02-26 | 1985-02-26 | ５−ヒドロキシ−５−トリフルオロメチルイミダゾリジン−２，４−ジオン類およびその製造法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS61197561A JPS61197561A (ja) | 1986-09-01 |
| JPH0548226B2 true JPH0548226B2 (de) | 1993-07-20 |
Family
ID=12439841
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3536485A Granted JPS61197561A (ja) | 1985-02-26 | 1985-02-26 | ５−ヒドロキシ−５−トリフルオロメチルイミダゾリジン−２，４−ジオン類およびその製造法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS61197561A (de) |
-
1985
- 1985-02-26 JP JP3536485A patent/JPS61197561A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS61197561A (ja) | 1986-09-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| LAPS | Cancellation because of no payment of annual fees |