IP Library › Granted Patent US 12,171,232
Granted Patent B1
US 12,171,232 · App. 18/435,547 · Granted Dec 24, 2024

N-[(4,6-dimethylpyrimidin-2-yl)carbamothioyl] pyridine-3-carboxamide as an eco-friendly insecticidal agent against

Inventors: Mai Mostafa Khalaf Ali (Al-Ahsa, SA); Hany Mohamed Abd El-Lateef Ahmed (Al-Ahsa, SA); Antar Ahmed Abdelhamid Ahmed (Sohag, EG); Mohamed A. Gad (Giza, EG)
Assignee: KING FAISAL UNIVERSITY
A01N47/28A01P7/04
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Quick Facts
Patent No.
US 12,171,232
App. No.
18/435,547
Granted
Dec 24, 2024
Kind
B1
Abstract

Synthesis of a compound N-[(4,6-dimethylpyrimidin-2-yl)carbamothioyl]pyridine-3-carboxamide and its use as an insecticidal agent.

Claims (14)

1. A method of making a N-[(4,6-dimethylpyrimidin-2-yl)carbamothioyl]pyridine-3-carboxamide compound, the method comprising:

adding sodium hydroxide to a cyanoguanidine solution and an acetylacetone solution to obtain a first reaction mixture;

stirring the first reaction mixture with reflux;

recrystallizing a resulting (4,6-dimethylpyrimidin-2-yl)cyanamide from ethanol;

passing H 2 S gas into a solution of (4,6-dimethylpyrimidin-2-yl)cyanamide in ethanol and adding triethylamine to obtain 1-(4,6-dimethylpyrimidin-2-yl)thiourea;

dissolving the 1-(4,6-dimethylpyrimidin-2-yl)thiourea in a solution of ethanol and sodium metal, then adding ethyl-3-pyridine carboxylate to obtain a second reaction mixture;

refluxing the second reaction mixture; obtaining a white solid from the second reaction mixture;

recrystallizing a white solid using ethanol; and

obtaining the N-[(4,6-dimethylpyrimidin-2-yl)carbamothioyl]pyridine-3-carboxamide compound.

2. The method of making the N-[(4,6-dimethylpyrimidin-2-yl)carbamothioyl]pyridine-3-carboxamide compound of claim 1 , wherein the N-[(4,6-dimethylpyrimidin-2-yl)carbamothioyl]pyridine-3-carboxamide compound is obtained as white crystals.

3. The method of making the N-[(4,6-dimethylpyrimidin-2-yl)carbamothioyl]pyridine-3-carboxamide compound of claim 1 , wherein the N-[(4,6-dimethylpyrimidin-2-yl)carbamothioyl]pyridine-3-carboxamide compound is obtained in an about 41% yield.

4. The method of making the N-[(4,6-dimethylpyrimidin-2-yl)carbamothioyl]pyridine-3-carboxamide compound of claim 1 , wherein the first reaction mixture is refluxed for at least about 8 hours.

5. The method of making the N-[(4,6-dimethylpyrimidin-2-yl)carbamothioyl]pyridine-3-carboxamide compound of claim 1 , wherein the second reaction mixture is refluxed for at least about 5 hours.

6. The method of making the N-[(4,6-dimethylpyrimidin-2-yl)carbamothioyl]pyridine-3-carboxamide compound of claim 1 , wherein the dissolving 1-(4,6-dimethylpyrimidin-2-yl)thiourea in a solution of ethanol and sodium metal lasts for about 2 hours.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 8, 2024
From: ALI, MAI MOSTAFA KHALAF; AHMED, HANY MOHAMED ABD EL-LATEEF; AHMED, ANTAR AHMED ABDELHAMID; GAD, MOHAMED A.
To: KING FAISAL UNIVERSITY
Reel/Frame 066703/0583 →
Continuity (1)
Division 18486910 · Oct 13, 2023