IP Library Granted Patent US 9,221,769
Granted Patent B2
US 9,221,769 · App. 13/846,385 · Granted Dec 29, 2015

Process for the preparation of bis-(1(2)H-tetrazol-5-yl)-amine monohydrate

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,221,769
App. No.
13/846,385
Granted
Dec 29, 2015
Kind
B2
Abstract

A process for the preparation of Bis-(1(2)H-tetrazol-5-yl)-amine monohydrate. This preparation process is carried out by the reaction between sodium dicynamide and sodium azide in presence of a dilute solution of an inorganic acid solution in aqueous medium.

Claims (13)

1. A process for the preparation of Bis-(1(2)H-tetrazol-5-yl)-amine monohydrate of the formula (I), comprising:

combining sodium dicynamide and sodium azide in water to form a reaction mixture, and

adding a 6 molar solution of hydrochloric acid in the presence of a catalytic amount of boric acid into the reaction mixture for a period of 2-8 hours at 55° to 58° C.

2. The process for the preparation of Bis-(1(2)H-tetrazol-5-yl)-amine monohydrate of the formula (I) according to claim 1 , wherein the reaction achieves a yield of 90% to 93%.

3. The process for the preparation of Bis-(1(2)H-tetrazol-5-yl)-amine monohydrate of the formula (I) according to claim 1 , wherein the product is in fine crystalline nature.

4. The process for the preparation of Bis-(1(2)H-tetrazol-5-yl)-amine monohydrate of the formula (I) according to claim 1 , further comprising: after adding the hydrochloric acid and boric acid, heating the reaction mixture at reflux temperature.

5. The process for the preparation of Bis-(1(2)H-tetrazol-5-yl)-amine monohydrate of the formula (I) according to claim 4 , wherein the reaction mixture is heated at reflux temperature for 25 hours.

6. The process for the preparation of Bis-(1(2)H-tetrazol-5-yl)-amine monohydrate of the formula (I) according to claim 4 , further comprising:

after heating the reaction mixture at reflux temperature, cooling the reaction mixture to 55° C., and

adjusting the pH of the reaction mixture to less than 1.

7. The process for the preparation of Bis-(1(2)H-tetrazol-5-yl)-amine monohydrate of the formula (I) according to claim 6 , further comprising:

after adjusting the pH to less than 1, cooling the reaction mixture to a temperature of from 25° C. to 30° C., and

filtering the reaction mixture to obtain the Bis-(1(2)H-tetrazol-5-yl)-amine monohydrate of the formula (I).

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 16, 2018
From: TK HOLDINGS INC.
To: JOYSON SAFETY SYSTEMS ACQUISITION LLC
Reel/Frame 046173/0180 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 11, 2014
From: IYENGAR, DEEVI SARANGAPANI; SAIKIA, ANIL; BHIMIREDDY, NAGI REDDY
To: TK HOLDINGS INC.; HY-GRO CHEMICALS PHARMTEK PRIVATE LIMITED
Reel/Frame 033506/0861 →