SU1744946A1 - Method of preparing mixture of isomers of 9-(2- chloroethyl)-7-nitroso-l-homocitrulline and 9-(2- chloroethyl)-9-nitroso-l-homocitrulline - Google Patents

Method of preparing mixture of isomers of 9-(2- chloroethyl)-7-nitroso-l-homocitrulline and 9-(2- chloroethyl)-9-nitroso-l-homocitrulline

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Publication number
SU1744946A1
SU1744946A1 SU4744599/04A SU4744599A SU1744946A1 SU 1744946 A1 SU1744946 A1 SU 1744946A1 SU 4744599/04 A SU4744599/04 A SU 4744599/04A SU 4744599 A SU4744599 A SU 4744599A SU 1744946 A1 SU1744946 A1 SU 1744946A1
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SU
USSR - Soviet Union
Prior art keywords
chloroethyl
isomers
homocitrulline
nitroso
mixture
Prior art date
Application number
SU4744599/04A
Other languages
Russian (ru)
Inventor
Л.Б. Радина
А.А. Беляев
В.П. Краснов
Г.Л. Левит
А.И. Тарасов
Original Assignee
Отдел Тонкого Органического Синтеза Института Химии Башкирского Научного Центра Уральского Отделения Ан Ссср
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Priority to SU4744599/04A priority Critical patent/SU1744946A1/en
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Publication of SU1744946A1 publication Critical patent/SU1744946A1/en

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

FIELD: production of urea, particularly, preparation of mixture of isomers of 9-(2-chloroethyl)-7- (or 9)-nitroso-L- homocitrulline (I and II) used in medicinal agents. SUBSTANCE: synthesis is carried out by treatment of lysine with KOH and copper sulfate in aqueous medium and carbomoylating agent such as 1,3-bis-(2-chloroethyl)-1- nitrosourea at 32-36 C is subsequently added and the complex is decomposed with oxalic acid in the presence of HCL, nitrosated with NaNOin HCl at pH of 1-2. The resulting mixture of isomers is divided in two stages: from aqueous alcoholic solution of hydrochloric acid followed by neutralization with aqueous NHto pH of 5.2- 5.4 from -2 to +2C; crystallization from -10 to 12 C and copper complex to water to alcohol weight ratio of 1: (4.5-5) : (2:2.4) in first stage, and mixture of isomers compound I to compound II weight ratio of (23-27) : (47- 73) with main product content of 98-99.7% is 38.9%. EFFECT: more efficient preparation method.
SU4744599/04A 1989-10-03 1989-10-03 Method of preparing mixture of isomers of 9-(2- chloroethyl)-7-nitroso-l-homocitrulline and 9-(2- chloroethyl)-9-nitroso-l-homocitrulline SU1744946A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
SU4744599/04A SU1744946A1 (en) 1989-10-03 1989-10-03 Method of preparing mixture of isomers of 9-(2- chloroethyl)-7-nitroso-l-homocitrulline and 9-(2- chloroethyl)-9-nitroso-l-homocitrulline

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
SU4744599/04A SU1744946A1 (en) 1989-10-03 1989-10-03 Method of preparing mixture of isomers of 9-(2- chloroethyl)-7-nitroso-l-homocitrulline and 9-(2- chloroethyl)-9-nitroso-l-homocitrulline

Publications (1)

Publication Number Publication Date
SU1744946A1 true SU1744946A1 (en) 1998-11-10

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Application Number Title Priority Date Filing Date
SU4744599/04A SU1744946A1 (en) 1989-10-03 1989-10-03 Method of preparing mixture of isomers of 9-(2- chloroethyl)-7-nitroso-l-homocitrulline and 9-(2- chloroethyl)-9-nitroso-l-homocitrulline

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SU (1) SU1744946A1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2503657C1 (en) * 2012-08-24 2014-01-10 Федеральное государственное бюджетное учреждение науки Институт органического синтеза им. И.Я. Постовского Уральского отделения Российской академии наук Nδ-NITROSO-Nδ-[(2-CHLOROETHYL)CARBAMOYL]-L- ORNITHINE

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2503657C1 (en) * 2012-08-24 2014-01-10 Федеральное государственное бюджетное учреждение науки Институт органического синтеза им. И.Я. Постовского Уральского отделения Российской академии наук Nδ-NITROSO-Nδ-[(2-CHLOROETHYL)CARBAMOYL]-L- ORNITHINE

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