PATENT CLAIM ANALYSIS

Application Number: 16212705
Application Type: Utility
Filing Date: 2018-12
Publication Date: 2019-05
Patent Classification: ["548", "263200"]

Abstract:
Disclosed is a method of synthesizing 1,2,4-triazole-3-thione compounds and intermediates thereof. The method includes reacting a hydrazine with glyoxylic acid to form a hydrazono acetic acid intermediate followed by reacting the latter with thiocyanate to obtain the 1,2,4-triazole-3-thione compound. The raw materials involved in the present method are readily available, and the reaction is very specific in terms of regioselectivity, resulting in minimum by-product and high product yield. There are neither specific requirements for special equipment nor special operations such as high vacuum, high temperature, anhydrous and oxygen-free manipulations. The process is simple and generates minimum wastes, suitable for industrial production.

Claim (Index 1):
A method of synthesizing 1,2,4-triazole-3-thione compounds 1, comprising:\n step 1: reacting compound 6 or 6\u2032 with compound 7 or 7\u2032 to produce compound 8 or 8\u2032, as shown in the following reaction scheme: wherein: R is selected from a C 1 -C 18  alkyl group, a C 6 -C 18  aryl group or a C 5 -C 6  heteroaryl group containing oxygen, nitrogen or sulfur; and R 1 ,R 2  is independently selected from hydrogen or a C 1 -C 6  alkyl group, or R 1 ,R 2  taking together to from a ring is selected from dimethylene, trimethylene, tetramethylene or pentamethylene; n is 0.5, 1 or 2; HX is selected from a hydrohalic acid, sulfuric acid or phosphoric acid; M is selected from hydrogen, an alkali metal or a NR 3 R 4 R 5 R 6  group where R 3 , R 4 , R 5  and R 6  are independently hydrogen, a C 1 -C 18  alkyl group or a C 6 -C 18  aryl group; and m is 0 or 1; step 2: reacting compound 8 or 8\u2032 with thiocyanate (M\u2032SCN) to produce 1,2,4-triazole-3-thione compound 1, as shown in the following reaction scheme: wherein: R is selected from a C 1 -C 18  alkyl group, a C 6 -C 18  aryl group or a C 5 -C 6  heteroaryl group containing oxygen, nitrogen or sulfur; M is selected from hydrogen, an alkali metal or a NR 3 R 4 R 5 R 6  group where R 3 , R 4 , R 5  and R 6  are independently hydrogen, a C 1 -C 18  alkyl group or a C 6 -C 18  aryl group; M\u2032 is an alkali metal or a NR 3 R 4 R 5 R 6  group where R 3 , R 4 , R 5  and R 6  are independently hydrogen, a C 1 -C 18  alkyl group or a C 6 -C 18  aryl group; m is 0 or 1; and HX is selected from a hydrohalic acid, sulfuric acid or phosphoric acid.

Metadata:
- Claim Count in Document: 5.0
- Percentile: 98.0
- Lexical Diversity: 1.52055
- Patent Class: 548.0
- Transitional Phrase Type: open
- Component Type: 1
- Foreign Priority: False
- Related Applications: ['15870014', '11455338', '10246558', '12397212', '12657853']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.6821968133507611
- 35 USC 102 Novelty (BERT): 0.492841189409783
- Combined Prediction Score: 0.6632612509566633
- Mean Citation Score: 230.87316600000003
- Max Citation Score: 232.00835
- Similarity Product: 181.81133390200145

Labels:
- Claim Label 101: 1
- Claim Label 102: 1
- Claim Label 103: 1
- Claim Label 112: 1
- Combined Label: 1
- Label 101 Adjusted: 1

Dataset: test