RU2003114754A - METHOD FOR PRODUCING BISBENZAZOZYL COMPOUNDS - Google Patents

METHOD FOR PRODUCING BISBENZAZOZYL COMPOUNDS

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Publication number
RU2003114754A
RU2003114754A RU2003114754/04A RU2003114754A RU2003114754A RU 2003114754 A RU2003114754 A RU 2003114754A RU 2003114754/04 A RU2003114754/04 A RU 2003114754/04A RU 2003114754 A RU2003114754 A RU 2003114754A RU 2003114754 A RU2003114754 A RU 2003114754A
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Russia
Prior art keywords
compounds
formula
reaction
alkyl
hydrogen atom
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RU2003114754/04A
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Russian (ru)
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RU2293084C2 (en
Inventor
Виктор Пауль ЭЛИУ
Юлия ХАУЗЕР
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Циба Спешиалти Кемикэлз Холдинг Инк.
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Publication of RU2293084C2 publication Critical patent/RU2293084C2/en

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Claims (11)

1. Способ получения соединения формулы1. The method of obtaining the compounds of formula
Figure 00000001
Figure 00000001
 в которой Y обозначает -О-, -S-или -N(R2)-, причем R2 обозначает водородный атом, C1-С10алкил или аралкил;in which Y is —O—, —S — or —N (R 2 ) -, wherein R 2 is a hydrogen atom, C 1 -C 10 alkyl or aralkyl; Z обозначает 2,5-фураниловый, 2,5-тиофениловый, 4,4’-стильбениловый или 1,2-этилениловый остаток;Z is a 2,5-furanyl, 2,5-thiophenyl, 4,4'-stilbenyl or 1,2-ethylenyl residue; R1 обозначает атом водорода или галогена, C1-С10алкил, C1-С10алкокси, цианогруппу, СООМ или SO3М, причем М обозначает водородный атом или атом щелочного или щелочно-земельного металла, отличающийся проведением реакции соединения формулыR 1 represents a hydrogen or halogen atom, C 1 -C 10 alkyl, C 1 -C 10 alkoxy, cyano, COOM or SO 3 M, M denotes a hydrogen atom or an alkali or alkaline earth metal atom, characterized by the reaction of a compound of the formula
Figure 00000002
Figure 00000002
 с дикарбоновой кислотой формулыwith a dicarboxylic acid of the formula HOOC-Z-COOH, (3)HOOC-Z-COOH, (3) или ее эфиром, причем Y, Z и R1 имеют значения, указанные выше, в N-метилпирролидоне или N,N-диметилацетамиде в присутствии кислотного катализатора и необязательно в присутствии вспомогательного растворителя, способного удалять из реакционной смеси воду.or its ether, wherein Y, Z and R 1 have the meanings given above in N-methylpyrrolidone or N, N-dimethylacetamide in the presence of an acid catalyst and optionally in the presence of an auxiliary solvent capable of removing water from the reaction mixture. 2. Способ по п.1, в котором по меньшей мере два моля соединения формулы (2) взаимодействуют с по меньшей мере одним молем дикарбоновой кислоты формулы (3) или ее эфира.2. The method according to claim 1, in which at least two moles of the compounds of formula (2) are reacted with at least one mole of a dicarboxylic acid of formula (3) or its ester. 3. Способ по п.1 или 2 получения соединения формулы (1), в которой Y обозначает -О-, -S-или -N(R2)-, R2 обозначает водородный атом или С1-С4алкил; Z имеет значения, указанные в п.1, а R1 обозначает водородный атом или С1-С4алкил.3. The method according to claim 1 or 2 for producing a compound of formula (1), in which Y is —O—, —S — or —N (R 2 ) -, R 2 is a hydrogen atom or C 1 -C 4 alkyl; Z has the meanings indicated in claim 1, and R 1 denotes a hydrogen atom or C 1 -C 4 alkyl. 4. Способ по п.3, где Z обозначает 2,5-фураниловый или 2,5-тиофениловый остаток.4. The method according to claim 3, where Z is a 2,5-furanyl or 2,5-thiophenyl residue. 5. Способ по п.3, где Z обозначает 4,4’-стильбениловый или 1,2-этилениловый остаток.5. The method according to claim 3, where Z is a 4,4'-stilbenyl or 1,2-ethylenyl residue. 6. Способ по любому из пп.1-5, в котором реакцию соединений формул (2) и (3) проводят в N-метилпирролидоне.6. The method according to any one of claims 1 to 5, in which the reaction of compounds of formulas (2) and (3) is carried out in N-methylpyrrolidone. 7. Способ по любому из пп.1-6, в котором кислотный катализатор выбирают из группы, включающей борную кислоту, фосфорную кислоту, титанС1-С4oртоэфиры и оловосодержащие производные.7. The method according to any one of claims 1 to 6, in which the acid catalyst is selected from the group comprising boric acid, phosphoric acid, titanium C 1 -C 4 orthoesters and tin derivatives. 8. Способ по п.7, в котором кислотный катализатор представляет собой борную кислоту или титанС1-С4oртоэфир.8. The method according to claim 7, in which the acid catalyst is boric acid or titanium C 1 -C 4 orthoester. 9. Способ по любому из пп.1-8, в котором реакцию соединений формул (2) и (3) проводят в температурном интервале 100-250°С.9. The method according to any one of claims 1 to 8, in which the reaction of compounds of formulas (2) and (3) is carried out in a temperature range of 100-250 ° C. 10. Способ по п.6, в котором реакцию соединений формул (2) и (3) проводят в температурном интервале 150-200°С.10. The method according to claim 6, in which the reaction of compounds of formulas (2) and (3) is carried out in a temperature range of 150-200 ° C. 11. Способ по любому из пп.1-10, в котором вспомогательный растворитель, способный удалять из реакционной смеси воду, выбирают из группы, включающей толуол, ксилолы, смеси их изомеров и пиридин.11. The method according to any one of claims 1 to 10, wherein the auxiliary solvent capable of removing water from the reaction mixture is selected from the group consisting of toluene, xylenes, mixtures of their isomers and pyridine.
RU2003114754/04A 2000-10-18 2001-10-09 Method for preparing bis-benzazolyl compounds RU2293084C2 (en)

Applications Claiming Priority (2)

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EP00810961 2000-10-18
EP00810961.3 2000-10-18

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RU2293084C2 RU2293084C2 (en) 2007-02-10

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US (2) US20030191320A1 (en)
EP (1) EP1326850B1 (en)
JP (1) JP2004511551A (en)
KR (1) KR100820119B1 (en)
CN (1) CN1263748C (en)
AT (1) ATE309992T1 (en)
AU (1) AU2002215930A1 (en)
BR (1) BR0114753A (en)
CA (1) CA2425165C (en)
CZ (1) CZ301894B6 (en)
DE (1) DE60115080T2 (en)
ES (1) ES2252320T3 (en)
MX (1) MXPA03003140A (en)
RU (1) RU2293084C2 (en)
SK (1) SK287329B6 (en)
WO (1) WO2002032886A1 (en)

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CN100412058C (en) * 2005-05-12 2008-08-20 苏州大学 Process for synthesizing bis-indolyl alkyl compounds
WO2007039471A1 (en) * 2005-09-28 2007-04-12 Ciba Specialty Chemicals Holding Inc. Process for improving the flow properties of polymer melts
WO2007039521A1 (en) * 2005-09-30 2007-04-12 Ciba Specialty Chemicals Holding Inc. Microporous films
CN102070627A (en) * 2010-12-29 2011-05-25 河北星宇化工有限公司 Method for preparing 2,5-bis(5-tert-butyl-2-benzoxazolyl)thiophene
CN107141309A (en) * 2011-01-11 2017-09-08 桑诺维恩药品公司 Heteroaryl compound and its application method
CN110229116A (en) * 2019-07-03 2019-09-13 江苏格罗瑞化学有限公司 A kind of fluorescent whitening agent method of purification in plastics processing
CN110423236B (en) * 2019-08-22 2020-12-18 江苏格罗瑞化学有限公司 Preparation method of fluorescent whitening agent for whitening textiles
WO2023128885A1 (en) * 2021-12-28 2023-07-06 Akdeniz Chemson Kimya Sanayi Ve Ticaret Anonim Sirketi A synthesis method of benzoxazole based optical brighteners
CN114591316B (en) * 2022-03-14 2024-09-20 黄石市利福达医药化工有限公司 Preparation method of 2, 5-bis (benzoxazol-2-) furan
CN114605342A (en) * 2022-03-25 2022-06-10 黄石市利福达医药化工有限公司 Preparation method of 2- (2-naphthyl) -5-chloro-benzoxazole

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