2786-51-8

Basic information

• Product Name: 5-CHLOROBENZOTHIAZOLE
• Synonyms: 5-CHLOROBENZOTHIAZOLE;Benzothiazole, 5-chloro- (6CI,7CI,8CI,9CI);5-Chlorobenzo[d]thiazole;Benzothiazole,5-chloro-;5-chloro-1,3-benzothiazole;5-Chloro-1,3-benzothiazol
• CAS NO: 2786-51-8
• Molecular Formula: C₇H₄ClNS
• Molecular Weight: 169.63
• Product Categories: BENZOTHIAZOLE
• Mol File: 2786-51-8.mol
• Article Data: 11

Chemical Properties

• Melting Point: 106 °C
• Boiling Point: 267.8±13.0 °C(Predicted)
• Appearance: /
• Density: 1.435±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• Solubility: Acetonitrile (Slightly), Chloroform (Slightly)
• PKA: 0.34±0.10(Predicted)
• CAS DataBase Reference: 5-CHLOROBENZOTHIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CHLOROBENZOTHIAZOLE(2786-51-8)
• EPA Substance Registry System: 5-CHLOROBENZOTHIAZOLE(2786-51-8)

Safety Data

• Hazardous Substances Data: 2786-51-8(Hazardous Substances Data)

Usage

Chemical Properties

White solid

Uses

5-Chlorobenzo[d]thiazole is used in preparation of Hydroxyl Alkylation derivatives of Benzothiazole.

Upstream product

• 5331-91-9 5-chloro-1,3-benzothiazole-2(3H)-thione 
• 2565-30-2 formyl chloride 
• 615-48-5 2-amino-4-chloro-benzenethiol hydrochloride 
• 5331-91-9 5-chloro-2-mercaptobenzothiazole 
• 64-18-6 formic acid 
• 89-61-2 2,5-dichloronitrobenzene 
• 1004-00-8 4-chloro-2-aminobenzenethiol 
• 2941-48-2 2,5-Dichloro-benzothiazole 
• 298-12-4 Glyoxilic acid 
• 36776-27-9 4-chloro-2-nitro-thiophenol 
• 122-51-0 orthoformic acid triethyl ester 
• 6828-35-9 5-chloro-2-iodoaniline 
• 67-68-5 dimethyl sulfoxide 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 2898-96-6 5-chloro-3-methyl-benzothiazolium; toluene-4-sulfonate 
• 149474-18-0 5-(2'-Carboxyphenylamino)benzothiazole 
• 5331-91-9 5-chloro-2-mercaptobenzothiazole 
• 945920-36-5 (5-chlorobenzo[d]thiazol-2-yl)(p-tolyl)methanone 
• 1394973-48-8 (4-bromophenyl)(5-chlorobenzo[d]thiazol-2-yl)methanone 
• 1268700-02-2 (5-chlorobenzo[d]thiazol-2-yl)(m-tolyl)methanone 
• 17485-31-3 5-chloro-2-(2-chlorophenyl)benzothiazole 
• 1388625-42-0 2-(5-chlorobenzothiazol-2-yl)-5-phenyloxazole 
• 3479-10-5 1-amino-3-chlorobenzene-6-sulfonic acid 
• 1073354-91-2 5‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)‐1,3‐benzothiazole 
• 20358-00-3 2-amino-5-chlorobenzothiazole 
• 32729-67-2 (5-chloro-1,3-benzothiazol)-2-yl(phenyl)methanone 
• 1268700-01-1 (5-chlorobenzo[d]thiazol-2-yl)(4-fluorophenyl)methanone 
• 92161-73-4 2-(benzylsulfanyl)-5-chloro-1,3-benzothiazole 

Relevant articles and documents

Hydrosilane-promoted cyclization of 2-aminothiophenols by CO2to benzothiazoles

A new route is presented to synthesize benzothiazoles via cyclization of 2-aminothiophenols by CO2 in the presence of diethylsilane catalyzed by 1,5-diazabicyclo[4.3.0]non-5-ene, and a series of benzothiazoles were obtained in good yields.

Synthesis method of benzothiazole compound

The invention relates to a novel process for synthesizing benzothiazole compounds, which comprises the following steps of: (1) heating and stirring orthoester, o-aminothiophenol and derivatives thereof to react, monitoring the reaction process by TLC, and obtaining crude benzothiazole compounds after the reaction is finished; and (2) distilling the crude benzothiazole compound obtained in the step (1) or recrystallizing by using a solvent, and filtering to obtain the benzothiazole compound. According to the method, no solvent is added in the reaction process, the separation and purification process is optimized, and green production of fine chemicals is effectively achieved; and no catalyst is added, the operation is simple, the reaction time is remarkably shortened, the production efficiency of the product is improved, and the yield can reach 79%-90%. The problems of environmental pollution, potential safety hazards, harm to human health, resource waste and the like caused by the solvent are fundamentally solved, and the method has extremely high green industrialization value.

Synthetic method of ammonium acetate-mediated benzothiazole compound

The invention discloses a synthetic method of an ammonium acetate-mediated benzothiazole compound . The synthetic method comprises the steps: adding an o-haloaniline derivative, potassium sulfide, dimethyl sulfoxide, a catalyst, an additive 1 and an additive 2 into a reaction tube, carrying out a stirring reaction at the temperature of 130-150 DEG C, cooling to room temperature after the reactionis finished, and separating and purifying the product to obtain the benzothiazole compound. The invention provides the synthetic method of the benzothiazole compound by taking K2S as a sulfur source,DMSO as a carbon source and an oxidizing agent, an o-haloaniline derivative as a substrate and an ammonium acetate mediated three-component one-pot method. The method has the advantages of fewer reaction steps, mild reaction conditions, good functional group tolerance and the like.