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Relevant academic research and scientific papers

Benzisothiazole compound and preparation method thereof

The invention discloses a benzisothiazole compound and a preparation method thereof. The preparation method of the benzisothiazole compound comprises the following step: in the presence of alkali and at a reaction temperature of 80-150 DEG C, carrying out a one-step reaction on an aromatic aldehyde compound, sulfur powder and inorganic ammonium salt to generate the benzisothiazole compound. The one-step synthesis of the benzisothiazole ring is realized under a relatively mild condition, the reaction is compatible with air and water, and the method has the advantages of simple steps, low cost, simplicity in operation and the like, and has very good application prospects.

Process for the preparation of 1,2-benzisothiazoles

A process for the preparation of 1,2-benzisothiazoles of formula I STR1 wherein X is in any one of the 4 possible positions of the benzene ring and is hydrogen, halogen, nitro, C1 -C4 alkoxy, halo-C1 -C4 alkoxy, C2 -C4 alkenyloxy or C2 -C4 alkynyloxy, in which process a compound of formula II STR2 wherein X is as defined for formula I and R1 is hydrogen or an unsubstituted or substituted C1 -C12 hydrocarbon radical, is reacted in the presence of a catalytic amount of a strong acid. Compounds of formula I are known as pesticides, especially as nematicides.

Process for preparing nematicidal compositions

Nematicidal compositions which comprise as active ingredient compounds of formula I STR1 wherein R is nitro or halogen, and also processes for the preparation of the compounds of formula I, novel intermediates of the preparation process and methods of usi

7-Substituted Benzothiophenes and 1,2-Benzisothiazoles. Part 2. Chloro and Nitro Derivatives

The 7-chloro and 7-nitro derivatives of benzothiophene and 1,2-benzisothiazole have been prepared from readily available precursors, which for each substituent are common to both ring systems. 7-Chlorobenzothiophene has been obtained from 3-chloro-2-mercaptobenzoic acid via 7-chlorobenzothiophen-3(2H)-one, or from 2,3-dichlorobenzaldehyde, either via β-(2,3-dichlorophenyl)-α-mercaptoacrylic acid (16) or, preferably, via 7-chlorobenzothiophene-2-carboxylic acid.Hexamethylphosphoric triamide is a particularly useful solvent in which to effect the selective nucleophilic replacement of the 2-chloro substituent in 2,3-dichlorobenzaldehyde. 7-Chloro-1,2-benzisothiazole is available by treatment of 3-chloro-2-mercaptobenzaldehyde with chloramine (57percent), or by heating 2,3-dichlorobenzaldehyde with sulphur and aqueous ammonia (46percent). 7-Nitrobenzothiophene has been obtained by treatment of 2-bromo-3-nitrobenzaldehyde with mercaptoacetic acid under alkaline conditions, followed by decarboxylation of the resulting 2-carboxylic acid.Cyclisation of 2-(n- or t-butylthio)-3-nitrobenzaldoxime with polyphosphoric acid gives 7-nitro-1,2-benzisothiazole in high yield. 3-Nitro-2-t-bytylthiobenzaldehyde behaves unexpectedly with chloramine, to give what is believed to be 7-nitro-2-t-butyl-1,2-benzothiazolium chloride (24) (73percent).