N-(1-methyltetrazol-5-yl)benzoic acid amides for selective weed control
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Solution Overview
Problem
Current herbicides, such as N-(tetrazol-5-yl)- and N-(triazol-5-yl)arylcarboxamides, often fail to effectively control harmful weeds and are not compatible with certain important crops like cereals, corn, and rice.
Innovation Solution
Development of N-(1-methyltetrazol-5-yl)benzoic acid amides with specific alkyl or cycloalkyl radicals on a phenyl ring, which are designed to provide enhanced herbicidal activity and compatibility with crops by incorporating a sulfur atom and varying substituents, allowing for stereoisomer formation and salt creation for improved efficacy.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Reliability
If N-(tetrazol-5-yl)- and N-(triazol-5-yl)arylcarboxamides are used as herbicides, then herbicidal activity is provided, but effectiveness against harmful plants is insufficient and compatibility with important crops is poor
Solution Approach 1:
The patent modifies the chemical structure by changing the tetrazole ring substitution pattern to 1-methyltetrazol-5-yl and specifically positioning substituents on the phenyl ring (alkyl/cycloalkyl at 2-position, sulfur at 3-position, alkyl at 4-position). These structural parameter changes enhance herbicidal effectiveness while improving crop compatibility by reducing phytotoxicity to important crops like cereals, corn, and rice.
Solution Approach 2:
The patent introduces specific local substitutions on the phenyl ring structure: an alkyl or cycloalkyl radical at the 2-position, a sulfur-containing group at the 3-position, and an alkyl radical at the 4-position. These localized structural modifications create regions of different chemical properties that collectively improve both herbicidal activity and crop safety.
2Adaptability or versatility
If existing herbicide structures are used, then some weed control is achieved, but spectrum of control is limited and difficulty in controlling certain weeds remains
Solution Approach 1:
The patent employs systematic variation of substituents including different alkyl groups (methyl, ethyl, propyl, isopropyl), cycloalkyl groups (cyclopropyl), and sulfur-containing groups at specific positions on the phenyl ring. This parameter optimization broadens the herbicidal spectrum to effectively control both monocotyledonous and dicotyledonous weeds while maintaining high effectiveness against difficult-to-control species.
Data Source
AI summary
The invention relates to N-(1-methyltetrazol-5-yl)benzoic acid amides of the general formula (I) as herbicides. In formula (I) X, Z and R represent radicals such as alkyl and cycloalkyl.