SU271413A1 - - Google Patents
Info
- Publication number
- SU271413A1 SU271413A1 SU1298927A SU1298927A SU271413A1 SU 271413 A1 SU271413 A1 SU 271413A1 SU 1298927 A SU1298927 A SU 1298927A SU 1298927 A SU1298927 A SU 1298927A SU 271413 A1 SU271413 A1 SU 271413A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- hydantoin
- solution
- ethanol
- ether
- nitrofurfurylideneamino
- Prior art date
Links
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine hydrate Chemical compound O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 claims description 11
- 238000009835 boiling Methods 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 claims description 4
- GXYPITRJSPDNLU-UHFFFAOYSA-M (4-nitrophenyl)chloranuidylformate Chemical compound [O-]C(=O)[Cl-]C1=CC=C([N+]([O-])=O)C=C1 GXYPITRJSPDNLU-UHFFFAOYSA-M 0.000 claims description 3
- SXINBFXPADXIEY-UHFFFAOYSA-N 5-Nitrofurfural Chemical compound [O-][N+](=O)C1=CC=C(C=O)O1 SXINBFXPADXIEY-UHFFFAOYSA-N 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 238000010438 heat treatment Methods 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 125000004429 atoms Chemical group 0.000 claims 1
- 230000003993 interaction Effects 0.000 claims 1
- 238000002955 isolation Methods 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 24
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 21
- HEDRZPFGACZZDS-UHFFFAOYSA-N chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 16
- 239000000243 solution Substances 0.000 description 16
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- 238000002844 melting Methods 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- -1 nitrofurfurylidene Chemical class 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 239000002904 solvent Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 4
- 239000002244 precipitate Substances 0.000 description 4
- ZMANZCXQSJIPKH-UHFFFAOYSA-N triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 4
- WJRBRSLFGCUECM-UHFFFAOYSA-N Hydantoin Chemical compound O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 229940091173 hydantoin Drugs 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- 239000003208 petroleum Substances 0.000 description 3
- 229940071089 sarcosinate Drugs 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- FHLXUWOHGKLDNF-UHFFFAOYSA-N (2-nitrophenyl) carbonochloridate Chemical compound [O-][N+](=O)C1=CC=CC=C1OC(Cl)=O FHLXUWOHGKLDNF-UHFFFAOYSA-N 0.000 description 2
- MJWVOJJALJAWBK-UHFFFAOYSA-N 3-[(5-nitrofuran-2-yl)methylideneamino]imidazolidine-2,4-dione Chemical compound O1C([N+](=O)[O-])=CC=C1C=NN1C(=O)NCC1=O MJWVOJJALJAWBK-UHFFFAOYSA-N 0.000 description 2
- DCROTKUJYXYESN-UHFFFAOYSA-N 3-aminoimidazolidine-2,4-dione Chemical compound NN1C(=O)CNC1=O DCROTKUJYXYESN-UHFFFAOYSA-N 0.000 description 2
- DPOKPQGQTXMMDM-UHFFFAOYSA-N C(C)(C)N1C(=O)N(C(=O)C1)N=CC1=CC=C(O1)[N+](=O)[O-] Chemical compound C(C)(C)N1C(=O)N(C(=O)C1)N=CC1=CC=C(O1)[N+](=O)[O-] DPOKPQGQTXMMDM-UHFFFAOYSA-N 0.000 description 2
- KAROHUCSRKCATP-UHFFFAOYSA-N CN1C(=O)N(C(=O)C1)N=CC1=CC=C(O1)[N+](=O)[O-] Chemical compound CN1C(=O)N(C(=O)C1)N=CC1=CC=C(O1)[N+](=O)[O-] KAROHUCSRKCATP-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 150000001469 hydantoins Chemical class 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N methylene dichloride Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L na2so4 Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- 235000011152 sodium sulphate Nutrition 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
- HLKXHLYVDRXXIA-UHFFFAOYSA-N (5-nitrofuran-2-yl)methanimine Chemical compound [O-][N+](=O)C1=CC=C(C=N)O1 HLKXHLYVDRXXIA-UHFFFAOYSA-N 0.000 description 1
- OVZGKCAMDOQKMB-UHFFFAOYSA-N 3-amino-1-methylimidazolidine-2,4-dione Chemical compound CN1CC(=O)N(N)C1=O OVZGKCAMDOQKMB-UHFFFAOYSA-N 0.000 description 1
- IPBZWJHQLJKTCF-UHFFFAOYSA-N C(C(C)C)N1C(=O)N(C(=O)C1)N=CC1=CC=C(O1)[N+](=O)[O-] Chemical compound C(C(C)C)N1C(=O)N(C(=O)C1)N=CC1=CC=C(O1)[N+](=O)[O-] IPBZWJHQLJKTCF-UHFFFAOYSA-N 0.000 description 1
- MFFMCTWELGRJAH-UHFFFAOYSA-N C(C)(C)N1C(=O)N(C(=O)C1)N Chemical compound C(C)(C)N1C(=O)N(C(=O)C1)N MFFMCTWELGRJAH-UHFFFAOYSA-N 0.000 description 1
- 240000001340 Gmelina philippensis Species 0.000 description 1
- HXEACLLIILLPRG-YFKPBYRVSA-N L-pipecolic acid zwitterion Chemical compound [O-]C(=O)[C@@H]1CCCC[NH2+]1 HXEACLLIILLPRG-YFKPBYRVSA-N 0.000 description 1
- RZGYTMFRBLCVDF-UHFFFAOYSA-N [N+](=O)([O-])C1=CC=C(C=C1)OC(=O)N(CC(=O)OCC)C(C)C Chemical compound [N+](=O)([O-])C1=CC=C(C=C1)OC(=O)N(CC(=O)OCC)C(C)C RZGYTMFRBLCVDF-UHFFFAOYSA-N 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- DHMQDGOQFOQNFH-UHFFFAOYSA-M aminoacetate Chemical compound NCC([O-])=O DHMQDGOQFOQNFH-UHFFFAOYSA-M 0.000 description 1
- 229940053195 antiepileptics Hydantoin derivatives Drugs 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- AOGYCOYQMAVAFD-UHFFFAOYSA-M carbonochloridate Chemical compound [O-]C(Cl)=O AOGYCOYQMAVAFD-UHFFFAOYSA-M 0.000 description 1
- 230000000875 corresponding Effects 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- FSYKKLYZXJSNPZ-UHFFFAOYSA-M sarcosinate Chemical compound CNCC([O-])=O FSYKKLYZXJSNPZ-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU271413A1 true SU271413A1 (de) |
Family
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