221667-31-8

Usage

Uses

Used in Agriculture:
Cyprosulfamide is used as a herbicide safener in conjunction with the Bayer herbicide tembotrione. It helps to protect crops from the negative effects of the herbicide, ensuring that they can grow and develop properly without being harmed by the herbicidal action. This allows for effective weed control while maintaining crop productivity and yield.

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C18H18N2O5S/c1-25-16-5-3-2-4-15(16)18(22)20-26(23,24)14-10-6-12(7-11-14)17(21)19-13-8-9-13/h2-7,10-11,13H,8-9H2,1H3,(H,19,21)(H,20,22)

Upstream product

• 21615-34-9 2-Methoxybenzoyl chloride 
• 765-30-0 Cyclopropylamine 
• 81589-32-4 N-<(4-Methylphenyl)sulfonyl>-2-methoxybenzenecarboxamide 
• 70-55-3 toluene-4-sulfonamide 
• 98-59-9 p-toluenesulfonyl chloride 

Relevant academic research and scientific papers

Preparation method of benzoylsulfamoyl benzamide and preparation intermediate

The invention provides a preparation method of benzoylsulfamoyl benzamide. The method comprises the following steps: reacting a sulfamoyl benzoic acid compound as shown in formula (I) with pivaloyl chloride so as to generate an anhydride compound as shown in formula (II), and reacting the anhydride compound with amine. In the formulas, R1 is hydrogen, halogen, a C1-10 alkyl group, a C1-10 alkoxy group, a C3-8 cycloalkyl group, a C3-8 cycloalkoxy group, a halogenated C1-10 alkyl group, a halogenated C1-10 alkoxy group, a halogenated C3-8 cycloalkyl group or a halogenated C3-8 cycloalkoxy group,and R2 and R3 each independently represent hydrogen, a C1-10 alkyl group, or a C3-8 cycloalkyl group. The invention also relates to compounds as shown in the formula (II) and application of the compounds as intermediates for the preparation of compounds as shown in formula (III).

Design of novel CSA analogues as potential safeners and fungicides

Study of safeners has been seldom reported in literature. In this work, a series of novel acylsulfamoylbenzamide analogues was designed and synthesized with newly developed safener cyprosulfamide (CSA) as the leading compound. The activity assay against the herbicide thiencarbazone-methyl (TCM) on maize revealed that fifteen compounds showed better protective effect than CSA on the fresh weight of aerial parts, twelve compounds exhibited better activity on the dry weight of aerial parts. Remarkably, two compounds (6Ih, 7II) had protective effect on the four aspects of TCM treated maize. Further antifungal assay showed their excellent activity against Physollospora piricola. The structure-activity relationships of CSA analogues as safeners and fungicides were discussed and it might be valuable for further molecular modification of new CSA analogues.

Process for preparing acylsulfamoylbenzamides

The invention relates to a process for the preparation of a compound of formula (I): Which comprises reaction of a compound of formula (II) with a compound of the formula (III) in the presence of a chlorinating agent, followed by reaction of the resultant compound of the formula (IV) with a compound of formula (V) in the presence of a base:R1R2NH wherein the various symbols are as defined in claim 1.