SU721439A1 - Method of preparing n-(2'-furanidyl)-5-substituted uracyls - Google Patents

Method of preparing n-(2'-furanidyl)-5-substituted uracyls Download PDF

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Publication number
SU721439A1
SU721439A1 SU731890030A SU1890030A SU721439A1 SU 721439 A1 SU721439 A1 SU 721439A1 SU 731890030 A SU731890030 A SU 731890030A SU 1890030 A SU1890030 A SU 1890030A SU 721439 A1 SU721439 A1 SU 721439A1
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SU
USSR - Soviet Union
Prior art keywords
substituted
furanidyl
preparing
methylsilyloxy
uracyls
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SU731890030A
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Russian (ru)
Inventor
Арвид Августович Лаздиньш
Артур Карлович Вейнберг
Александр Борисович Сидоров
Соломон Аронович Гиллер
Original Assignee
Ордена Трудового Красного Знамени Институт Органического Синтеза Ан Латвийской Сср
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Priority to SU731890030A priority Critical patent/SU721439A1/en
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Description

В раствор 175 г 90%-ного 2,3-дигидрофурана (2,25 люль) -в 400 мл дихлорметана в температурно.м интервале от -5 до 0° С пропускают 60 л сухого хлористого водорода .со скоростью 150 л1ч с последующим прибавлением полученного 2,4-бис(триметил .сил.илокси) -5-фторпиримидина, выдерживают 30 мин, затем .ирибавл ют 710 мл этанола.Into a solution of 175 g of 90% 2,3-dihydrofuran (2.25 lul) —in 400 ml of dichloromethane in a temperature range of -5 to 0 ° C, 60 l of dry hydrogen chloride are passed at a rate of 150 l1 h followed by the addition the obtained 2,4-bis (trimethyl. sil.iloxy) -5-fluoropyrimidine, incubated for 30 minutes, then iribavat 710 ml of ethanol.

Образующийс  NI-(2-фypaнидил)-5-фтo руращил выпадает в осадок в виде белых красталлов в количестве 270 г. При упаривании фильтрата дополнительно получают 36 г продукта. После перекристаллизации из хлороформа получают 268 г чистого продукта с температурой плавлени  165- 167° С. Выход 80% от теории, счита  на вз тый 5-фторурацил.The resulting NI- (2-fyranidyl) -5-fto rustachil precipitates as white krastalls in an amount of 270 g. When the filtrate is evaporated, an additional 36 g of product is obtained. After recrystallization from chloroform, 268 g of pure product with a melting point of 165-167 ° C are obtained. A yield of 80% of theory, based on 5-fluorouracil, is taken.

По аналогичйой методике получают NI (2-фуранидил)-5-бромурацил;выходIn a similar manner, NI (2-furanidyl) -5-bromouracil is obtained;

75%, а та.кже Ы1-(2-фуранидил)-5-метилурацил; .выход 70%.75%, and ta. Also L1- (2-furanidyl) -5-methyluracil; Output 70%.

Claims (2)

1. Способ получени  1-(2-фуранидил)5-замещенных урацилов формулы1. Method for preparing 1- (2-furanidyl) 5-substituted uracils of the formula ИГIG Bl Bl где R - атом водорода или галогена ил гwhere R is a hydrogen atom or halogen or g алкил;alkyl; RI - 2-фуранидил,RI - 2-furanidil, на основе 2,4-бис(тр метилсилилокси)-5-замещенных пиримидинов с выделением целевых Продуктов обычными способами, отличающийс  тем, что, с целью повышени  выхода целевых продуктов и упрощени  технологии процесса, 2,3-дипидрофурач обрабатывают сухим хлористым водородом в среде растворител  и затем подвергают взаимодействию с 2,4-б«с(тр1Иметилсилилокси ) -5-замещен.ными паримидинами.Based on 2,4-bis (tr methylsilyloxy) -5-substituted pyrimidines with isolation of the target Products by conventional methods, characterized in that, in order to increase the yield of the target products and simplify the process technology, 2,3-dipidrofurach is treated with dry hydrogen chloride in the medium solvent and then subjected to interaction with 2,4-b «c (tr1 Methylsilyloxy) -5-substituted. parimidines. 2. Способ по п. 1, отличающийс  тем, что 2,3-дигидрофуран обрабатываюг сухим хлористым водородом :в Среде хлорпроизводного алифатического р да, например хлороформом.2. A method according to claim 1, characterized in that 2,3-dihydrofuran is treated with dry hydrogen chloride: in an environment of a chlorine derivative of an aliphatic series, for example chloroform. Источник инфор.мации, прин тый во вни.мание при экспертизе:Source of information taken into consideration during the examination: 1. Авторское свидетельство СССР Хо 287952, кл. С 07 D 239/00, 1968.1. USSR author's certificate Ho 287952, cl. C 07 D 239/00, 1968.
SU731890030A 1973-03-06 1973-03-06 Method of preparing n-(2'-furanidyl)-5-substituted uracyls SU721439A1 (en)

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Application Number Priority Date Filing Date Title
SU731890030A SU721439A1 (en) 1973-03-06 1973-03-06 Method of preparing n-(2'-furanidyl)-5-substituted uracyls

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Application Number Priority Date Filing Date Title
SU731890030A SU721439A1 (en) 1973-03-06 1973-03-06 Method of preparing n-(2'-furanidyl)-5-substituted uracyls

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1984003510A1 (en) * 1983-03-11 1984-09-13 Inst Khim Fiz An Sssr Nitroxyl derivatives of 5-fluorineuracil having antitumoral activity
WO2000021956A1 (en) * 1998-10-12 2000-04-20 Leonidov Nikolai B New crystalline modification of 5-fluoro-1-(tetrahydro-2-furyl)-uracyl, and complex compounds based on this modification and having an antitumoral activity

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1984003510A1 (en) * 1983-03-11 1984-09-13 Inst Khim Fiz An Sssr Nitroxyl derivatives of 5-fluorineuracil having antitumoral activity
US4558127A (en) * 1983-03-11 1985-12-10 Emanuel Nikolai M 5-Fluorouracil nitroxyl derivatives possessing antitumor activity
WO2000021956A1 (en) * 1998-10-12 2000-04-20 Leonidov Nikolai B New crystalline modification of 5-fluoro-1-(tetrahydro-2-furyl)-uracyl, and complex compounds based on this modification and having an antitumoral activity

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