2942-06-5

Basic information

• Product Name: 6-Nitrobenzothiazole
• Synonyms: 6-Nitro-1,3-benzothiazole;Benzothiazole, 6-nitro-;6-NITROBENZOTHIAZOLE;Benzothiazole, 6-nitro- (6CI,7CI,8CI,9CI);6-NITROBENZOTHIAZOLE 98+%;6-nitrobenzo[d]thiazole;6-Nitrobenzothiazole 99%
• CAS NO: 2942-06-5
• Molecular Formula: C₇H₄N₂O₂S
• Molecular Weight: 180.18
• EINECS: 220-933-9
• Product Categories: BENZOTHIAZOLE;Building Blocks;Heterocyclic Building Blocks;Thiazoles;Aromatics;Heterocycles;Sulfur & Selenium Compounds
• Mol File: 2942-06-5.mol
• Article Data: 21

Chemical Properties

• Melting Point: 175-178 °C(lit.)
• Boiling Point: 333.7 °C at 760 mmHg
• Flash Point: 155.6 °C
• Appearance: /
• Density: 1.525 g/cm³
• Vapor Pressure: 0.000261mmHg at 25°C
• Refractive Index: 1.729
• Storage Temp.: Refrigerator
• PKA: -1.33±0.10(Predicted)
• BRN: 7824
• CAS DataBase Reference: 6-Nitrobenzothiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Nitrobenzothiazole(2942-06-5)
• EPA Substance Registry System: 6-Nitrobenzothiazole(2942-06-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 2942-06-5(Hazardous Substances Data)

Usage

Chemical Properties

Yellow solid

Uses

Different sources of media describe the Uses of 2942-06-5 differently. You can refer to the following data:
1. 6-Nitrobenzothiazole may be used in the preparation of 4-amino-3-sulfanylbenzonitrile and 2-amino-5-nitrobenzothiole, via alkaline hydrolysis.
2. A related compound of 1,2,3-benzothiadiazoles

General Description

The XCORFE (Xnucleus-proton correlation with fixed evolution time) pulse sequence of 6-nitrobenzothiazole has been tested.

InChI:InChI=1/C7H4N2O2S/c10-9(11)5-1-2-6-7(3-5)12-4-8-6/h1-4H

Upstream product

• 6285-57-0 2-amino-6-nitrobenzothiazole 
• 6293-83-0 2-iodo-4-nitrophenylamine 
• 67-68-5 dimethyl sulfoxide 
• 23451-98-1 2-amino-5-nitrobenzenethiol 
• 68-12-2 N,N-dimethyl-formamide 
• 124-38-9 carbon dioxide 
• 95-16-9 1,3-Benzothiazole 
• 149-30-4 2-Mercaptobenzothiazole 
• 136-95-8 2-amino-benzthiazole 
• 1123-99-5 2-iodobenzothiazole 
• 1131-76-6 2-iodo-6-nitro-1,3-benzothiazole 
• 108-98-5 thiophenol 
• 131123-99-4 6-nitrobenzo[d]thiazole-2-carboxylic acid 
• 64-18-6 formic acid 

Downstream Products

• 533-30-2 1,3-benzothiazol-6-amine 
• 6285-57-0 2-amino-6-nitrobenzothiazole 
• 75804-80-7 6-Chloro-7-methyl-benzothiazole 
• 67219-66-3 6-amino-7-n-butylbenzothiazole 
• 1602-00-2 bis-(4-chloro-phenyl)-diazene 
• 501-58-6 (E)-1,2-bis(4-methoxyphenyl)diazene 
• 75804-81-8 7-Benzyl-6-chloro-benzothiazole 
• 23451-98-1 2-amino-5-nitrobenzenethiol 
• 58381-87-6 2-[(2-amino-5-nitrophenyl)dithio]-4-nitrophenylamine 
• 72206-92-9 7-methyl-6-nitrobenzothiazole 
• 458550-54-4 ethyl 4-(1,3-benzothiazol-6-ylamino)benzoate 
• 53218-26-1 6-bromo-1,3-benzothiazole 
• 234-48-0 Thiazolochinolin 
• 769-20-0 6-amino-7-bromo-1,3-benzothiazole 

Relevant articles and documents

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Design, synthesis and biological evaluation of new benzoxazolone/benzothiazolone derivatives as multi-target agents against Alzheimer's disease

In this study, four series of compounds with benzoxazolone and benzothiazolone cores were designed, synthesized and evaluated as multifunctional agents against Alzheimer's disease (AD). Additionally, in order to shed light on the effect of the carbonyl groups of benzoxazolone/benzothiazolone, benzoxazole/benzothiazole-containing analogues were also synthesized and evaluated. Inhibition potency of all final compounds towards cholinesterase enzymes and their antioxidant activity were tested. Subsequently, the anti-inflammatory activity, cytotoxicity, apoptosis, and Aβ aggregation inhibition tests were also performed for selected compounds. The results indicated that compounds 11c, a pentanamide derivative with benzothiazolone core, and 14b, a keton derivative with benzothiazolone core, were considered as promising multi-functional agents for further investigation against AD. The reversibility, kinetic and molecular docking studies were also performed for the compounds with the highest AChE 14b (eeAChE IC50 = 0.34 μM, huAChE IC50 = 0.46 μM) and BChE 11c (eqBChE IC50 = 2.98 μM, huBChE IC50 = 2.56 μM) inhibitory activities.

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.