SU563915A3 - Способ получени 2-оксиметил3-фенил-4/3н/-хиназолинона или его соли - Google Patents
Способ получени 2-оксиметил3-фенил-4/3н/-хиназолинона или его солиInfo
- Publication number
- SU563915A3 SU563915A3 SU7301930852A SU1930852A SU563915A3 SU 563915 A3 SU563915 A3 SU 563915A3 SU 7301930852 A SU7301930852 A SU 7301930852A SU 1930852 A SU1930852 A SU 1930852A SU 563915 A3 SU563915 A3 SU 563915A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- melting
- recrystallization
- phenyl
- temperature
- quinazolinone
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 11
- 150000003839 salts Chemical class 0.000 title claims description 7
- AVRPFRMDMNDIDH-UHFFFAOYSA-N 1h-quinazolin-2-one Chemical compound C1=CC=CC2=NC(O)=NC=C21 AVRPFRMDMNDIDH-UHFFFAOYSA-N 0.000 title claims 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 8
- 238000002360 preparation method Methods 0.000 claims description 7
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 239000011574 phosphorus Substances 0.000 claims description 2
- 229910052698 phosphorus Inorganic materials 0.000 claims description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 15
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 12
- 238000002844 melting Methods 0.000 claims 10
- 230000008018 melting Effects 0.000 claims 10
- 238000001953 recrystallisation Methods 0.000 claims 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims 4
- 239000002253 acid Substances 0.000 claims 3
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 claims 3
- 239000000047 product Substances 0.000 claims 3
- 239000011541 reaction mixture Substances 0.000 claims 3
- 238000010992 reflux Methods 0.000 claims 3
- WORCWJOZPFHFPX-UHFFFAOYSA-N 2-(hydroxymethyl)-3-phenylquinazolin-4-one Chemical compound OCC1=NC2=CC=CC=C2C(=O)N1C1=CC=CC=C1 WORCWJOZPFHFPX-UHFFFAOYSA-N 0.000 claims 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- 238000005903 acid hydrolysis reaction Methods 0.000 claims 2
- 150000007513 acids Chemical group 0.000 claims 2
- 238000005904 alkaline hydrolysis reaction Methods 0.000 claims 2
- 239000005457 ice water Substances 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 229910000029 sodium carbonate Inorganic materials 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 2
- BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 claims 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims 1
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims 1
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 claims 1
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 claims 1
- GJQZKBVGMRTLJN-UHFFFAOYSA-N [P].P(Cl)(Cl)Cl Chemical compound [P].P(Cl)(Cl)Cl GJQZKBVGMRTLJN-UHFFFAOYSA-N 0.000 claims 1
- 229940068372 acetyl salicylate Drugs 0.000 claims 1
- SLUNEGLMXGHOLY-UHFFFAOYSA-N benzene;hexane Chemical compound CCCCCC.C1=CC=CC=C1 SLUNEGLMXGHOLY-UHFFFAOYSA-N 0.000 claims 1
- 238000009835 boiling Methods 0.000 claims 1
- 238000006073 displacement reaction Methods 0.000 claims 1
- KDCIHNCMPUBDKT-UHFFFAOYSA-N hexane;propan-2-one Chemical compound CC(C)=O.CCCCCC KDCIHNCMPUBDKT-UHFFFAOYSA-N 0.000 claims 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims 1
- 239000010410 layer Substances 0.000 claims 1
- 235000001968 nicotinic acid Nutrition 0.000 claims 1
- 239000011664 nicotinic acid Substances 0.000 claims 1
- 239000012044 organic layer Substances 0.000 claims 1
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 claims 1
- 239000002244 precipitate Substances 0.000 claims 1
- 239000001632 sodium acetate Substances 0.000 claims 1
- 235000017281 sodium acetate Nutrition 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 239000000725 suspension Substances 0.000 claims 1
- 229940095064 tartrate Drugs 0.000 claims 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 1
- PCLIMKBDDGJMGD-UHFFFAOYSA-N N-bromosuccinimide Chemical compound BrN1C(=O)CCC1=O PCLIMKBDDGJMGD-UHFFFAOYSA-N 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 2
- 230000004071 biological effect Effects 0.000 description 1
- 230000031709 bromination Effects 0.000 description 1
- 238000005893 bromination reaction Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 235000011056 potassium acetate Nutrition 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5763172A JPS5442991B2 (enExample) | 1972-06-12 | 1972-06-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU563915A3 true SU563915A3 (ru) | 1977-06-30 |
Family
ID=13061227
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU7301930852A SU563915A3 (ru) | 1972-06-12 | 1973-06-11 | Способ получени 2-оксиметил3-фенил-4/3н/-хиназолинона или его соли |
Country Status (16)
| Country | Link |
|---|---|
| JP (1) | JPS5442991B2 (enExample) |
| AR (1) | AR197148A1 (enExample) |
| AT (1) | AT330187B (enExample) |
| AU (1) | AU474505B2 (enExample) |
| BE (1) | BE800595A (enExample) |
| CA (1) | CA998339A (enExample) |
| CH (1) | CH582160A5 (enExample) |
| CS (1) | CS184815B2 (enExample) |
| ES (1) | ES415794A1 (enExample) |
| FR (1) | FR2187353B1 (enExample) |
| GB (1) | GB1443829A (enExample) |
| HU (1) | HU165940B (enExample) |
| IE (1) | IE37750B1 (enExample) |
| NL (1) | NL7308045A (enExample) |
| SU (1) | SU563915A3 (enExample) |
| ZA (1) | ZA733834B (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU543928B2 (en) * | 1981-01-16 | 1985-05-09 | Masayuki Ishikawa | 4(311)-quinazolinone derivatives |
| JP2766791B2 (ja) * | 1995-09-04 | 1998-06-18 | 森川産業株式会社 | 集合ヘッドを有する気体圧縮機 |
| AU4858596A (en) * | 1995-09-15 | 1997-04-01 | Torrey Pines Institute For Molecular Studies | Synthesis of quinazolinone libraries |
-
1972
- 1972-06-12 JP JP5763172A patent/JPS5442991B2/ja not_active Expired
-
1973
- 1973-06-05 CA CA173,223A patent/CA998339A/en not_active Expired
- 1973-06-06 ZA ZA733834A patent/ZA733834B/xx unknown
- 1973-06-06 IE IE90873A patent/IE37750B1/xx unknown
- 1973-06-07 BE BE131994A patent/BE800595A/xx not_active IP Right Cessation
- 1973-06-08 AU AU56717/73A patent/AU474505B2/en not_active Expired
- 1973-06-08 NL NL7308045A patent/NL7308045A/xx not_active Application Discontinuation
- 1973-06-11 GB GB2771873A patent/GB1443829A/en not_active Expired
- 1973-06-11 HU HUIO000201 patent/HU165940B/hu unknown
- 1973-06-11 CS CS419873A patent/CS184815B2/cs unknown
- 1973-06-11 SU SU7301930852A patent/SU563915A3/ru active
- 1973-06-11 ES ES415794A patent/ES415794A1/es not_active Expired
- 1973-06-12 AR AR24853673A patent/AR197148A1/es active
- 1973-06-12 FR FR7321301A patent/FR2187353B1/fr not_active Expired
- 1973-06-12 AT AT514473A patent/AT330187B/de active
- 1973-06-12 CH CH845773A patent/CH582160A5/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| CA998339A (en) | 1976-10-12 |
| DE2329815B2 (de) | 1976-02-26 |
| JPS4914482A (enExample) | 1974-02-07 |
| ES415794A1 (es) | 1976-02-01 |
| ZA733834B (en) | 1974-04-24 |
| IE37750L (en) | 1973-12-12 |
| FR2187353B1 (enExample) | 1976-09-03 |
| CS184815B2 (en) | 1978-09-15 |
| FR2187353A1 (enExample) | 1974-01-18 |
| GB1443829A (en) | 1976-07-28 |
| IE37750B1 (en) | 1977-09-28 |
| AT330187B (de) | 1976-06-25 |
| JPS5442991B2 (enExample) | 1979-12-17 |
| BE800595A (fr) | 1973-10-01 |
| NL7308045A (enExample) | 1973-12-14 |
| CH582160A5 (enExample) | 1976-11-30 |
| AU5671773A (en) | 1974-12-12 |
| HU165940B (enExample) | 1974-12-28 |
| AU474505B2 (en) | 1976-07-22 |
| ATA514473A (de) | 1975-09-15 |
| AR197148A1 (es) | 1974-03-15 |
| DE2329815A1 (de) | 1974-01-03 |
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