SU175393A1 - - Google Patents
Info
- Publication number
- SU175393A1 SU175393A1 SU830575A SU830575A SU175393A1 SU 175393 A1 SU175393 A1 SU 175393A1 SU 830575 A SU830575 A SU 830575A SU 830575 A SU830575 A SU 830575A SU 175393 A1 SU175393 A1 SU 175393A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- ether
- solution
- washed
- heated
- alcohol
- Prior art date
Links
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 157
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 104
- 235000019441 ethanol Nutrition 0.000 description 77
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 40
- 239000000243 solution Substances 0.000 description 34
- 239000002244 precipitate Substances 0.000 description 30
- 238000010521 absorption reaction Methods 0.000 description 23
- 238000001816 cooling Methods 0.000 description 23
- 239000007788 liquid Substances 0.000 description 21
- 239000000203 mixture Substances 0.000 description 20
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 20
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 17
- 238000002425 crystallisation Methods 0.000 description 16
- 230000008025 crystallization Effects 0.000 description 16
- 238000010438 heat treatment Methods 0.000 description 13
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 13
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 11
- 239000000975 dye Substances 0.000 description 11
- DXYYSGDWQCSKKO-UHFFFAOYSA-N methylbenzothiazole Natural products C1=CC=C2SC(C)=NC2=C1 DXYYSGDWQCSKKO-UHFFFAOYSA-N 0.000 description 8
- GFCQYNBXLQEBEJ-UHFFFAOYSA-N 2-(diethoxymethyl)-1,1-diethoxybutane Chemical compound CCOC(OCC)C(CC)C(OCC)OCC GFCQYNBXLQEBEJ-UHFFFAOYSA-N 0.000 description 7
- XTYLJMKJLMHFJK-UHFFFAOYSA-N 1,1,3,3-tetraethoxy-2-methylpropane Chemical compound CCOC(OCC)C(C)C(OCC)OCC XTYLJMKJLMHFJK-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 150000002430 hydrocarbons Chemical group 0.000 description 5
- -1 iodomethyl Chemical group 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 4
- 229910000906 Bronze Inorganic materials 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 239000010974 bronze Substances 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- SMUQFGGVLNAIOZ-UHFFFAOYSA-N quinaldine Chemical compound C1=CC=CC2=NC(C)=CC=C21 SMUQFGGVLNAIOZ-UHFFFAOYSA-N 0.000 description 3
- 150000003839 salts Chemical group 0.000 description 3
- MUDSDYNRBDKLGK-UHFFFAOYSA-N 4-methylquinoline Chemical compound C1=CC=C2C(C)=CC=NC2=C1 MUDSDYNRBDKLGK-UHFFFAOYSA-N 0.000 description 2
- KUNSUQLRTQLHQQ-UHFFFAOYSA-N copper tin Chemical compound [Cu].[Sn] KUNSUQLRTQLHQQ-UHFFFAOYSA-N 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- VRZVPALEJCLXPR-UHFFFAOYSA-N ethyl 4-methylbenzenesulfonate Chemical compound CCOS(=O)(=O)C1=CC=C(C)C=C1 VRZVPALEJCLXPR-UHFFFAOYSA-N 0.000 description 2
- 125000000623 heterocyclic group Chemical class 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 2
- 239000004332 silver Substances 0.000 description 2
- 229910052709 silver Inorganic materials 0.000 description 2
- ZATHCJIIDYJKKE-UHFFFAOYSA-N 1,1,3,3-tetraethoxypropan-2-ylbenzene Chemical compound CCOC(OCC)C(C(OCC)OCC)C1=CC=CC=C1 ZATHCJIIDYJKKE-UHFFFAOYSA-N 0.000 description 1
- DQSHFKPKFISSNM-UHFFFAOYSA-N 2-methylbenzoxazole Chemical compound C1=CC=C2OC(C)=NC2=C1 DQSHFKPKFISSNM-UHFFFAOYSA-N 0.000 description 1
- OJYMQDIUAYWWPP-UHFFFAOYSA-N CN1SC(=CN1)C1=CC=CC=C1 Chemical compound CN1SC(=CN1)C1=CC=CC=C1 OJYMQDIUAYWWPP-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- YDQJXVYGARVLRT-UHFFFAOYSA-N Lepidine Natural products C=1C=CC(CC=2NC=CN=2)=CC=1OC=1C(OC)=CC=CC=1CC1=NC=CN1 YDQJXVYGARVLRT-UHFFFAOYSA-N 0.000 description 1
- QPFYXYFORQJZEC-FOCLMDBBSA-N Phenazopyridine Chemical compound NC1=NC(N)=CC=C1\N=N\C1=CC=CC=C1 QPFYXYFORQJZEC-FOCLMDBBSA-N 0.000 description 1
- CRNDXTILTKYGQA-UHFFFAOYSA-N [Na].OCl(=O)(=O)=O Chemical compound [Na].OCl(=O)(=O)=O CRNDXTILTKYGQA-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- VFQPKCMYXKRIHG-UHFFFAOYSA-N ethyl 4-methylbenzenesulfonate 2,5,6-trimethyl-1,3-benzothiazole Chemical compound C1(=CC=C(C=C1)S(=O)(=O)OCC)C.CC=1SC2=C(N1)C=C(C(=C2)C)C VFQPKCMYXKRIHG-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- XGZVPYGIUMLWIE-UHFFFAOYSA-N ethyl hypoiodite Chemical compound CCOI XGZVPYGIUMLWIE-UHFFFAOYSA-N 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 229940070891 pyridium Drugs 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- UKLNMMHNWFDKNT-UHFFFAOYSA-M sodium chlorite Chemical compound [Na+].[O-]Cl=O UKLNMMHNWFDKNT-UHFFFAOYSA-M 0.000 description 1
- 229960002218 sodium chlorite Drugs 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 238000001665 trituration Methods 0.000 description 1
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU175393A1 true SU175393A1 (enExample) |
Family
ID=
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4104389A (en) | Antiallergic pyrido[2,1-b]quinazolin-ones | |
| US5543086A (en) | Squarylium dyestuffs and compostions containing same | |
| SU175393A1 (enExample) | ||
| US3994893A (en) | 4-Amino derivatives of pyrozolo[1,5-a]quinoxaline-3-carboxylic acid and esters | |
| Ficken et al. | 650. Diazaindenes and their quaternary salts. Part I. The preparation of 2, 3, 3-trimethyl-3 H-1, 7-diazaindene, and its methiodides and derived cyanine dyes | |
| NO149737B (no) | Analogifremgangsmaate ved fremstilling av terapeutisk aktive 1-azaxanthon-3-carboxylsyrer | |
| NO764039L (enExample) | ||
| US3361749A (en) | Certain n-pyrimidyl anthranilic acid derivatives | |
| Brooker et al. | Studies in the cyanine dye series. VII. New dyes containing three heterocyclic nuclei | |
| SU174066A1 (enExample) | ||
| US4066644A (en) | Pyrazolo [1,5-a]pyrido[3,2-e]pyrimidine-7-carboxylic acid heterocyclic derivatives | |
| JPS5839669A (ja) | 1−フエニルインダゾ−ル−3−オン化合物、その製造法及び該化合物を含有する抗アレルギ−作用を有する医薬品 | |
| US3382246A (en) | Certain 3-(2'-pyridyl)-4(3h)-quinazolones | |
| US2155447A (en) | Polymethine dyestuffs and a process of making same | |
| DE2922231C2 (enExample) | ||
| Cook et al. | 104. Quinoxaline cyanines. Part II | |
| Holliman et al. | 205. Cyanine dyes containing the pyrrocoline nucleus. Part I | |
| US2094580A (en) | Tricarbocyanines and process of preparing them | |
| US3736321A (en) | Novel cyanine dyes with pyrroloquin-oxaline or pyrrolopyrazine nuclei | |
| SU188498A1 (ru) | СПОСОБ ПОЛУЧЕНИЯб- | |
| Lal et al. | 381. Cyanine dyes from 2: 3-dihydro-β-quinindene | |
| SU159726A1 (enExample) | ||
| SU147706A1 (ru) | Способ получени диметингемицианитовых красителей, замещенных в полиметиновой цепи | |
| SU175819A1 (ru) | Способ получения полиметиновых красителей цианинового и мероцианинового ряда | |
| US2152615A (en) | Pentamethine-omega-aldehydes of heterocyclic bases |