76996-16-2

Basic information

• Product Name: 2-Amino-4-bromo-6-methylbenzothiazole
• Synonyms: 2-Amino-4-bromo-6-methylbenzothiazole;4-bromo-6-methyl-1,3-benzothiazol-2-amine(SALTDATA: FREE);4-BroMo-6-Methyl-benzothiazol-2-ylaMine;4-bromo-6-methyl-1,3-benzothiazol-2-amine
• CAS NO: 76996-16-2
• Molecular Formula: C₈H₇BrN₂S
• Molecular Weight: 243.12358
• Mol File: 76996-16-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 379.1°C at 760 mmHg
• Flash Point: 183.1°C
• Appearance: /
• Density: 1.724g/cm³
• Vapor Pressure: 5.98E-06mmHg at 25°C
• Refractive Index: 1.747
• CAS DataBase Reference: 2-Amino-4-bromo-6-methylbenzothiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-4-bromo-6-methylbenzothiazole(76996-16-2)
• EPA Substance Registry System: 2-Amino-4-bromo-6-methylbenzothiazole(76996-16-2)

Safety Data

• Hazardous Substances Data: 76996-16-2(Hazardous Substances Data)

Usage

General Description

2-Amino-4-bromo-6-methylbenzothiazole is a chemical compound with the molecular formula C9H8BrN3S. It is a substituted benzothiazole compound with a bromine atom at position 4 and a methyl group at position 6. 2-Amino-4-bromo-6-methylbenzothiazole has applications in organic synthesis and pharmaceutical research, particularly in the development of drug molecules. It is known for its potential as a pharmacological agent, with studies indicating its potential activity as an antimicrobial, anticancer, and antiviral agent. Additionally, 2-Amino-4-bromo-6-methylbenzothiazole exhibits fluorescent properties, making it useful in the development of fluorescence-based sensors and imaging agents. However, it is important to handle this compound with caution, as it may pose hazards upon exposure and should only be used by trained professionals in a controlled laboratory environment.

InChI:InChI=1/C8H7BrN2S/c1-4-2-5(9)7-6(3-4)12-8(10)11-7/h2-3H,1H3,(H2,10,11)

Upstream product

• 2536-91-6 6-methylbenzothiazol-2-ylamine 
• 614-83-5 2-bromo-4-methylacetanilide 
• 103-89-9 4-Methylacetanilide 
• 106-49-0 p-toluidine 
• 622-52-6 p-methylphenylthiourea 
• 583-68-6 2-bromo-p-toluidine 
• 540-72-7 sodium thiocyanide 

Downstream Products

• 665004-79-5 dibenzyl-(4-bromo-6-methyl-benzothiazol-2-yl)-amine 
• 1401515-11-4 C₁₀H₁₀BrN₃OS 
• 1329673-02-0 2-bromo-4-(3-chloro-4-fluorophenyl)-6-methylbenzo[d]thiazole 
• 1329671-49-9 4-(3-chloro-4-fluorophenyl)-N-(1-(2-chloropyridin-4-yl)piperidin-4-yl)-6-methylbenzo[d]thiazol-2-amine 
• 1329673-01-9 4-(3-chloro-4-fluorophenyl)-6-methylbenzo[d]thiazol-2-amine 
• 155596-87-5 2,4-dibromo-6-methylbenzothiazole 

Relevant articles and documents

Novel synthesis and antimicrobial activity of 3-substituted 5-bromo-7-methyl-1,2,4-triazolo-[3,4-b]-benzothiazoles

4-Methyl acetanilide (1) on treatment with bromine in acetic acid, followed by hydrolysis with dilute HCl/NaOH solution, yielded 2-bromo-4-methyl aniline (2), which on treatment with sodium thiocyanate in acetic acid afforded 2-amino-4-bromo-6-methyl benzothiazole (3). Compound 3 in ethylene glycol was heated at 150°C with 80% hydrazine hydrate to get 4-bromo-2-hydrazino-6- methyl benzothiazole (4). This hydrazino compound 4 on heating with formic acid for 3 h yielded 4-bromo-2-hydrazinoformyl-6-methyl benzothiazole (5). Same compound 4 when heated independently with formic acid for 6 h/urea for 3 h/carbon disulfide in alkali afforded 5-bromo-7-methyl (6)/5-bromo-3-hydroxy-7- methyl (7)/5-bromo-3-mercapto-7-methyl (8)-1,2,4-triazolo-[3,4-b]- benzothiazoles, respectively. Compound 4 on heating with acetic acid/acetic anhydride gave acetyl benzothiazolyl derivative 9, which on cyclization with orthophosphoric acid yielded 5-bromo-3,7-dimethyl-1,2,4-triazolo-[3,4-b]- benzothiazole (10). All these newly synthesized compounds were screened for antimicrobial activity against Escherichia coli (Gram -ve), Bacillus subtilis (Gram +ve), Erwinia carotovora, and Xanthomonas citri using ampicillin, streptomycin, and penicillin as a standard for comparison.

The fungicidal benzothiazole methoxyacrylates: Synthesis, conformational analysis and fungicidal activity

Synthesis of a series of novel benzothiazole methoxyacrylate compounds (3-4) based on the antifungal natural product, Strobilurin A is described. Fungicidal activities of 3-4 against six representative fungal diseases and their comparative conformational analyses vs Strobilurin A are accounted.

Novel benzothiazole derivatives and processes for preparing the same

The present invention relates to a novel benzothiazole derivative of the following general formula (I) or its (E), (Z)-isomer, and processes for preparation thereof, in which R1, R2 and R3independently of one another represent hydrogen, halogen, straight and branched (C1-C8)alkyl, (C1-C8) halogenoalkyl or (C1-C8)alkoxy, Xrepresents N or CH, Yrepresents a group -OR4, -SR5 or R4, R5, R6 and R7independently of one another represent hydrogen, straight and branched (C1-C16)alkyl, (C3-C8)alkenyl, (C3-C8)alkynyl, (C3-C8)cycloalkyl, alkyl substituted with (C1-C6)alkoxy or (C1-C6)halogenoalkyl, or represent a substituted phenyl, phenylacyl or benzyl group wherein the possible substituent on the phenyl, phenylacyl or benzyl group includes halogen, straight and branched (C1-C8)alkyl, (C1-C8)alkoxy, (C3-C8)alkenyl, (C3-C8)alkynyl, phenoxy, nitro, cyano and a five- or six-membered heterocyclic group containing one to four nitrogen atoms. The compound of formula (I) is useful for combating phythopathogenic organisms and fungi present on animal.