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Usage

Uses

Used in Pharmaceutical Industry:
(2-oxo-1,3-benzothiazol-3(2H)-yl)acetonitrile is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure and reactivity allow for the development of new drugs with improved efficacy and selectivity.
Used in Agrochemical Industry:
In the agrochemical industry, (2-oxo-1,3-benzothiazol-3(2H)-yl)acetonitrile serves as a building block for the creation of novel agrochemicals. Its versatile chemical properties enable the design of new compounds with enhanced pesticidal or herbicidal activities.
Used in Organic Synthesis:
(2-oxo-1,3-benzothiazol-3(2H)-yl)acetonitrile is used as a precursor in the synthesis of complex organic molecules. Its presence of a nitrile group makes it a valuable starting material for the preparation of a wide range of organic compounds.
Used in Medicinal Chemistry Research:
(2-oxo-1,3-benzothiazol-3(2H)-yl)acetonitrile is utilized in medicinal chemistry research to explore its potential therapeutic properties. Its biological activity is of interest to scientists working on the development of new treatments for various diseases and conditions.

Upstream product

• 934-34-9 2(3H)-Benzothiazolone 
• 107-14-2 chloroacetonitrile 
• 151-50-8 potassium cyanide 
• 73762-91-1 3-(chloromethyl)-2-benzothiazolinone 
• 72679-97-1 3-(Hydroxymethyl)-2-benzothiazolinone 
• 934-34-9 2-hydroxybenzothiazole 
• 881-11-8 2-oxo-3(2H)-benzothiazolineacetamide 
• 108-24-7 acetic anhydride 

Relevant academic research and scientific papers

Synthesis of 2-Oxo and 2-Thioxo-3(2H)-benzothiazoleethanimic Acid Anhydride with Acetic Acid and Related Products

The reaction of the appropriate 2-benzothiazolinone with 2-chloroacetamide under basic conditions afforded the 2-oxo-3(2H)-benzothiazolineacetamides 6-9.The 2-thioxo-3(2H)-benzothiazolineacetamide (10) was prepared by the reaction of 3-(carbethoxymethyl)benzothiazoline-2-thione with ammonium hydroxide.The reaction of acetamides 6-10 with the appropriate anhydride containing a catalytic amount of the sodium salt of the acid corresponding to the anhydride afforded the titled compounds 11-18 in excellent yields.The omission of the catalyst in the same reaction furnished a mixture containing 57percent of the titled compound, 37percent of the nitrile and 6percent of an unknown.Possible mechanism and supporting nmr, ir and mass spectral data are discussed.

Derivatives of 2-Oxo-3(2)-Benzothiazolineacetonitrile and Related Compounds. I. Synthesis of N-Hydroxy-2-oxo or Thioxo-3(2H)-Benzothiazolineethanimidamide and Related Products

The following methods afforded the titled acetonitriles 1-5 in excelent yields:(1) the reaction of the appropriate 2-benzothiazolinones with chloroacetonitrile under basic conditions and (2) the dehydration of the appropriate 2-oxo-3(2H)-benzothiazolineacetamides with phosphorus oxychloride or pentoxide.The reaction of the acetonitriles 1-5 and 2-thioxo-3(2H)-benzothiazolineacetonitrile with hydroxylamine afforded the titled compounds 6-11.Supporting nmr and mass spectral data are discussed.

Synthesis of 2-Thioxo-3-benzothiazolineacetonitrile and Related Products

Attempts to thermally rearrange 2-benzothiazolylthioacetonitrile (1) to the titled compound 8 failed.The reaction of 3-chloromethyl-2-benzothiazolinethione with potassium cyanide in dimethylformamide (DMF) or dimethylsulfoxide (DMSO) at 25-30 deg C afforded 8 in 98percent yield.Whereas replacing the DMF or DMSO solvent with acetone furnished the unexpected sulfide 9 in 92percent yield.Substituting 3-chloromethyl-2-benzoxazolinethione as the electrophile in the same reaction gave the sulfide 10 in 95percent yield.Possible mechanisms and supporting nmr data are discussed.

Use of benzothiazoline compounds as plant growth regulants

Certain benzothiazoline compounds are found to have plant growth regulation activity on leguminous plants.

Use of 3-substituted benzothiazolines as plant growth regulants

Effective plant growth regulaton is obtained by application to the plant of certain benzothiazoline compounds having the formula SPC1