SU333762A1 - - Google Patents
Info
- Publication number
- SU333762A1 SU333762A1 SU1439204A SU1439204A SU333762A1 SU 333762 A1 SU333762 A1 SU 333762A1 SU 1439204 A SU1439204 A SU 1439204A SU 1439204 A SU1439204 A SU 1439204A SU 333762 A1 SU333762 A1 SU 333762A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- trimethoxy
- benzamide
- mol
- trimethoxybenzoxy
- nitro
- Prior art date
Links
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 18
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 4
- -1 alkali metal nitrite Chemical class 0.000 description 4
- 125000003545 alkoxy group Chemical group 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 229940072033 potash Drugs 0.000 description 3
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 3
- 235000015320 potassium carbonate Nutrition 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- OWQPOVKKUWUEKE-UHFFFAOYSA-N 1,2,3-benzotriazine Chemical group N1=NN=CC2=CC=CC=C21 OWQPOVKKUWUEKE-UHFFFAOYSA-N 0.000 description 2
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 235000019439 ethyl acetate Nutrition 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 125000005842 heteroatom Chemical group 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- JFCITVLHUMNYAL-UHFFFAOYSA-N 3,4,5-trimethoxy-2-nitrobenzoyl chloride Chemical compound [N+](=O)([O-])C1=C(C(=O)Cl)C=C(C(=C1OC)OC)OC JFCITVLHUMNYAL-UHFFFAOYSA-N 0.000 description 1
- BUHYMJLFRZAFBF-UHFFFAOYSA-N 3,4,5-trimethoxybenzoyl chloride Chemical compound COC1=CC(C(Cl)=O)=CC(OC)=C1OC BUHYMJLFRZAFBF-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- KIMWOULVHFLJIU-UHFFFAOYSA-N N-Methylanthranilamide Chemical compound CNC(=O)C1=CC=CC=C1N KIMWOULVHFLJIU-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU333762A1 true SU333762A1 (enExample) |
Family
ID=
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE69937076T2 (de) | Zwischenprodukte für die Herstellung von Imidazo-Pyridin-Derivate | |
| US3988345A (en) | Imidazoline derivatives and the preparation thereof | |
| US3931216A (en) | Process for the manufacture of 2-arylamino-2-imidazoline derivatives and their salts | |
| RU2074854C1 (ru) | Способ получения производных амидоксима о-(2-гидрокси-3-пиперидино-1-пропил)-никотиновой кислоты и их солей (варианты), чистое кристаллическое основание амидоксима о-(2-гидрокси-3-пиперидино-1-пропил)-никотиновой кислоты | |
| US4061647A (en) | Thiazolidine derivatives | |
| US4670191A (en) | Process for the preparation of N-phosphonomethylglycine | |
| SU333762A1 (enExample) | ||
| DK175838B1 (da) | Fremgangsmåde til fremstilling af 2,6-dichlordiphenylamineddikesyrederivater | |
| CA1059136A (en) | Anthelmintically active 2-carbalkoxyamino benzimidazolyl-5 (6) sulfonic acid phenyl esters and process for their manufacture | |
| PL75064B1 (enExample) | ||
| SU331553A1 (ru) | Способ получения производных 2,4- | |
| US12503441B2 (en) | Process for preparing diphenylureido-dihalokynurenic acids and tosylate addition salts thereof | |
| US4292431A (en) | Process for the production of hydroxymethylimidazoles | |
| AU741305B2 (en) | Process for the preparation of N-(2-(dimethylamino)ethyl)acridine-4-carboxamide | |
| US3932435A (en) | Preparation of N-2-(6-hydroxybenzothiazolyl)-N'-phenyl (or substituted-phenyl) ureas | |
| SU422157A3 (ru) | Способ получения производных 4(зн)-хиназолинона | |
| JPS60181058A (ja) | シアノメチル‐（２‐シアノ‐エチル）‐（３‐ヒドロキシ‐プロピル）‐アミン及びその製法、及び１‐（３‐ヒドロキシ‐プロピル）‐１，４‐ジアゼパン及び１，４‐ビス‐〔３‐（３，４，５‐トリメトキシ‐ベンゾイルオキシ）‐プロピル〕‐ジアゼパンの製法 | |
| EP4227297A1 (en) | Process for preparing diphenylureido-dihalokynurenic acids and tosylate addition salts thereof | |
| EP0138490A1 (en) | 4-alkyl methylenedioxy-2-1[H]-quinazolinones | |
| CN116041273B (zh) | 一种苯并[e][1,3]噁嗪-2,4-二酮的制备方法 | |
| SU334699A1 (ru) | Способ получения производных 1,2,|3-бензотриазин-4(зн)-она | |
| US3757019A (en) | Alkoxy-1,2,3-benzotriazine-4(3h)-ones 3 - (alpha-substituted amino-beta-alkoxybenzoxypropyl)-6,7- or 6,7,8- | |
| US3171840A (en) | Monoalkoxy-substituted 2, 2'-alkylidenebisbenzimidazoles | |
| EP0026675B1 (en) | 1-azaxanthone-3-carboxylic acids, their preparation and pharmaceutical compositions containing them | |
| US4235819A (en) | Process for isolating 1-(alkoxyphenyl)-5-(phenyl)biguanide compounds from a crude, acid reaction mixture thereof |