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Process for preparing Benazepril hydrochloride materials

A technology of benazepril hydrochloride and acetic acid, applied in the field of medicine and chemical industry, can solve the problems of high cost of raw materials, difficult to purchase, etc., and achieve the effects of easy treatment of three wastes and mild reaction conditions

Inactive Publication Date: 2006-10-11
大道隆达(北京)医药科技发展有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0032] Route 6 Since this process needs to use the chiral intermediate L-phenylbutyric acid ethyl ester as a raw material, the raw material cost is extremely high, and it is difficult to purchase in China

Method used

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  • Process for preparing Benazepril hydrochloride materials
  • Process for preparing Benazepril hydrochloride materials
  • Process for preparing Benazepril hydrochloride materials

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0070] 1.1 Preparation of 4,5-dihydro-3-phthalimide-1H-1-benzazepin-2-(3H)-one (II):

[0071] Raw materials / solvents

Feeding amount

Number of moles (mol)

The molar ratio of

Bromobenzocaprolactam I

8.00kg

33.32

1

Potassium phthalimide

7.30kg

39.42

1.18

N,N-Dimethylformamide

32L

/

4(V / W)

Deionized water

80L

/

10(V / W)

[0072] Operation steps and process control:

[0073] Put 32L of N,N-dimethylformamide into the reaction kettle, put in 8.00kg of bromobenzocaprolactam (compound I) and 7.30kg of potassium phthalimide successively under stirring state, raise the temperature to 100-105°C, Maintain this temperature for 16 hours, cool the reaction solution to 20-30°C, slowly add 80L of deionized water dropwise, after the addition is complete, stir and crystallize at 5-10°C for at least 2 hours, filter, wash the filter cake with water, red...

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Abstract

The invention relates to a new method for preparation of benazepril hydrochloride, using bromobenzoaminocaprolactam as initial point, comprising synthesizing intermediates 4,5-dihydro-3-phthalimide-1H-1-benzazepin-2- (3H)-ketone, 2,3,4,5-tetrahydro-2-oxo-3-phthalimide-1H-1- benzazepin-1-acetic acid tertbutyl ester, 3- amidol-2, 3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-1-acetic acid tertbutyl ester, (3S)-3-amidol-2, 3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-1-acetic acid tertbutyl ester, (3S)-3-amidol-2, 3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-1-acetate and finally getting benazepril hydrochloride, this route don't need special reactant, the reaction condition is temperate, the needed raw materials are all sold in domination, three wastes are easy to be resolved, the getted product is in conformity with the requirements by construction clear proof and is suit to industrial production.

Description

field of invention [0001] The invention relates to a preparation method of a compound, in particular to a new preparation method of benazepril hydrochloride, which belongs to the field of medicine and chemical industry. Background technique [0002] Benazepril hydrochloride is developed by Switzerland Ciba-Geigy company, [0003] English name: Benazepril Hydrochloride [0004] Chemical name: 3-{[1-ethoxycarbonyl-3-phenyl-(1S)-propyl]amino}2,3,4,5-tetrahydro-2-oxo-1H-1-(3S) -Benzazepine-1-acetic acid hydrochloride. [0005] Structural formula: [0006] [0007] CAS: 86541-74-4 [0008] Molecular formula: C 24 h 28 N 2 o 5 .HCl [0009] Molecular weight: 460.96 [0010] Benazepril hydrochloride raw material preparation patent: Giba-Geigy company applied for European patent EP72352 (GB2103614) on 1982-08-05. Related preparation patents include: US4575503, WO0179176, US4785089, WO03 / 092698, WO02 / 076375. [0011] The synthetic documents of benazepril hydrochloride ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D223/16A61K31/55
Inventor 周英
Owner 大道隆达(北京)医药科技发展有限公司
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