JPS5750965A - Preparation of n-methyl-4-benzazonine derivative - Google Patents

Preparation of n-methyl-4-benzazonine derivative

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Publication number
JPS5750965A
JPS5750965A JP12628080A JP12628080A JPS5750965A JP S5750965 A JPS5750965 A JP S5750965A JP 12628080 A JP12628080 A JP 12628080A JP 12628080 A JP12628080 A JP 12628080A JP S5750965 A JPS5750965 A JP S5750965A
Authority
JP
Japan
Prior art keywords
benzazonine
formula
derivative
compound
methyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
JP12628080A
Other languages
Japanese (ja)
Inventor
Ichihiro Hayashi
Osamu Futsukaichi
Yoshio Miyamura
Keiko Kobayashi
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nihon Iyakuhin Kogyo Co Ltd
Original Assignee
Nihon Iyakuhin Kogyo Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Nihon Iyakuhin Kogyo Co Ltd filed Critical Nihon Iyakuhin Kogyo Co Ltd
Priority to JP12628080A priority Critical patent/JPS5750965A/en
Publication of JPS5750965A publication Critical patent/JPS5750965A/en
Pending legal-status Critical Current

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Abstract

PURPOSE: To prepare the titled compound useful for the medical use, economically, in an industrial scale, in high yield, with simplified process, by the reduction and N-methylation of a 4-benzazonine derivative having no substituent group at the N-position.
CONSTITUTION: A 4-benzazonine derivative of formula I ( R and R' are H or lower alkyl ), e.g. 10-hydroxy-1-methyl-2,3,4,5,6,7-hexahydro-1,6-methano-1H-4-benzazonine, is made to react with the compound of formula XCOOY (X is halogen; Y is lower alkyl, alkenyl, or aralkyl) or with formic acid in a solvent, and the product is reduced with a complex metal hydride such as lithium aluminum hydride to obtain the objective compound of formula II. As an alternative method, the compound of formula II can be prepared by the reductive reaction of the 4-benzazonine derivative of formula I with formaldehyde in the presence of formic acid, a complex metal hydride, or hydrogen activated by a catalyst such as Raney-nickel.
COPYRIGHT: (C)1982,JPO&Japio
JP12628080A 1980-09-11 1980-09-11 Preparation of n-methyl-4-benzazonine derivative Pending JPS5750965A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP12628080A JPS5750965A (en) 1980-09-11 1980-09-11 Preparation of n-methyl-4-benzazonine derivative

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP12628080A JPS5750965A (en) 1980-09-11 1980-09-11 Preparation of n-methyl-4-benzazonine derivative

Publications (1)

Publication Number Publication Date
JPS5750965A true JPS5750965A (en) 1982-03-25

Family

ID=14931298

Family Applications (1)

Application Number Title Priority Date Filing Date
JP12628080A Pending JPS5750965A (en) 1980-09-11 1980-09-11 Preparation of n-methyl-4-benzazonine derivative

Country Status (1)

Country Link
JP (1) JPS5750965A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110563605A (en) * 2018-06-05 2019-12-13 上海医药工业研究院 Intermediate for preparing eptazocine hydrobromide and preparation method thereof

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110563605A (en) * 2018-06-05 2019-12-13 上海医药工业研究院 Intermediate for preparing eptazocine hydrobromide and preparation method thereof

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