IP Library Granted Patent US 9,783,506
Granted Patent B2
US 9,783,506 · App. 14/912,081 · Granted Oct 10, 2017

Process for the large scale production of 1H-[1,2,3]triazole and its intermediate 1-benzyl-1H-[1,2,3]triazole

Inventors: Veera Reddy Arava (Hyderabad, IN); Sashibhushan Malreddy (Hyderabad, IN); Chalapathi Lagupudi (Hyderabad, IN); Venkateswarlu Jasti (Hyderabad, IN)
Assignee: SUVEN LIFE SCIENCES LIMITED
C07D249/04
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Quick Facts
Patent No.
US 9,783,506
App. No.
14/912,081
Granted
Oct 10, 2017
Kind
B2
Abstract

The present invention provides a process for the large scale production of 1H-[1,2,3]triazole of formula (I) and its intermediate 1-benzyl-1H-[1,2,3]triazole of formula (II) by using benzyl azide and vinyl acetate as starting materials. This process is economical, environment friendly and safer by avoiding use of special equipment.

Claims (11)

1. A process for the large scale production of 1H-[1,2,3]-triazole of formula (I),

which comprises of the following steps:

Step (i): reacting benzyl azide of formula (A) with vinyl acetate of formula (B) in a closed vessel reactor, at a temperature in the range of 110° C. to 130° C., for the period of 9 hours to 16 hours to obtain the product, 1-benzyl-1H-[1,2,3]triazole of formula (II);

Step (ii): purifying 1-benzyl-1H-[1,2,3]triazole of formula (II) by crystallization in presence of a suitable solvent to obtain a high quality product, 1-benzyl-1H-[1,2,3]triazole of formula (II);

Step (iii): debenzylating 1-benzyl-1H-[1,2,3]triazole of formula (II) with Pd—C in presence of suitable solvent in a closed vessel reactor, at a temperature in the range of 100° C. to 120° C. for the period of 8 hours to 14 hours to obtain crude 1H-[1,2,3]triazole of formula (I) and purifying the crude product by high vacuum distillation to obtain 1H-[1,2,3]triazole of formula (I)

2. The process as claimed in step (iii) of claim 1 , wherein the reaction is carried out at temperature of 110° C.

3. The process as claimed in step (iii) of claim 1 , wherein the reaction is carried out for the period of 10 hours to 12 hours.

4. The process as claimed in step (i) of claim 1 , wherein the reaction is carried out at temperature of 120° C.

5. The process as claimed in step (i) of claim 1 , wherein the reaction is carried for the period of 14 hours.

6. The process as claimed in step (ii) of claim 1 , wherein the suitable solvent is ethyl acetate and hexane.

7. The process as claimed in step (iii) of claim 1 , wherein said suitable solvent is isopropyl alcohol.

Assignments (2)
DEMERGER Recorded Jan 7, 2021
From: SUVEN LIFE SCIENCES LIMITED
To: SUVEN PHARMACEUTICALS LIMITED
Reel/Frame 054915/0794 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 16, 2016
From: ARAVA, VEERA REDDY; MALREDDY, SASHIBHUSHAN; LAGUPUDI, CHALAPATHI; JASTI, VENKATESWARLU
To: SUVEN LIFE SCIENCES LIMITED
Reel/Frame 038002/0380 →
Priority Claims (1)
IN 4132/CHE/2013 · Sep 13, 2013 · national
Continuity (1)
Related Publication 20160200691A1 · Jul 14, 2016