1477-42-5

Basic information

• Product Name: 2-Amino-4-methylbenzothiazole
• Synonyms: 2-Amino-4-methylbenz;2-amino-4-methyl-benzothiazol;4-Methyl-2-aminobenzothiazole;4-methyl-2-benzothiazolamin;4-Methyl-2-benzothiazolamine;Benzothiazole, 2-amino-4-methyl-;AURORA 18742;LABOTEST-BB LT00080789
• CAS NO: 1477-42-5
• Molecular Formula: C8H8N2S
• Molecular Weight: 164.23
• EINECS: 216-028-3
• Product Categories: melting point: 137°C-139°C;BENZOTHIAZOLE;Thiazoles;Building Blocks;Heterocyclic Building Blocks
• Mol File: 1477-42-5.mol
• Article Data: 32

Chemical Properties

• Melting Point: 137-139 °C(lit.)
• Boiling Point: 322 °C at 760 mmHg
• Flash Point: 148.6 °C
• Appearance: White powder
• Density: 1.1724 (rough estimate)
• Vapor Pressure: 0.000287mmHg at 25°C
• Refractive Index: 1.5700 (estimate)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: pK1: 4.7(+1) (25°C)
• Water Solubility: <0.1 g/100 mL at 24℃
• Sensitive: Moisture Sensitive
• BRN: 129346
• CAS DataBase Reference: 2-Amino-4-methylbenzothiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-4-methylbenzothiazole(1477-42-5)
• EPA Substance Registry System: 2-Amino-4-methylbenzothiazole(1477-42-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 26-28-36/37/39-24/25
• WGK Germany: 3
• RTECS: DL2275000
• TSCA: Yes
• Hazardous Substances Data: 1477-42-5(Hazardous Substances Data)

Usage

Chemical Properties

OFF-WHITE TO SLIGHTLY BEIGE CRYSTALLINE POWDER

Uses

2-Amino-4-methylbenzothiazole was used in the synthesis of N-(4-methyl-1,3-benzothiazol-yl)-N-[(1,4,5,8-tetramethoxy-2-napthyl)methylidene]amine and Schiff′s base via condensation with 2-acetonaphthone.

General Description

White powder.

Air & Water Reactions

2-Amino-4-methylbenzothiazole is sensitive to moisture. Insoluble in water.

Reactivity Profile

An amine, organosulfide. Organosulfides are incompatible with acids, diazo and azo compounds, halocarbons, isocyanates, aldehydes, alkali metals, nitrides, hydrides, and other strong reducing agents. Reactions with these materials generate heat and in many cases hydrogen gas. Many of these compounds may liberate hydrogen sulfide upon decomposition or reaction with an acid. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition 2-Amino-4-methylbenzothiazole emits very toxic fumes of SOx and NOx.

Fire Hazard

Flash point data for 2-Amino-4-methylbenzothiazole are not available. 2-Amino-4-methylbenzothiazole is probably combustible.

InChI:InChI=1/C8H8N2S/c1-5-3-2-4-6-7(5)10-8(9)11-6/h2-4H,1H3,(H2,9,10)

Upstream product

• 583-60-8 2-Methylcyclohexanone 
• 17356-08-0 thiourea 
• 333-20-0 potassium thioacyanate 
• 95-53-4 o-toluidine 
• 1147550-11-5 ammonium thiocyanate 
• 614-78-8 o-tolylthiourea 
• 7440-44-0 pyrographite 
• 636-21-5 o-toluidine hydrochloride 
• 79-01-6 Trichloroethylene 
• 7791-25-5 sulfuryl dichloride 
• 108-90-7 chlorobenzene 
• 2268-77-1 4-methylbenzo[d]thiazole-2(3H)-thione 

Downstream Products

• 1309261-84-4 C₂₂H₁₆N₄OS 
• 1379510-01-6 N₁-(4-methyl-1,3-benzothiazol-2-yl)-2-{2-methoxy-5-[(E)-3-oxo-3-(3,4,5-trimethoxy phenyl)-1-propenyl]phenoxy}acetamide 
• 1363793-77-4 C₁₆H₁₄N₂O₂S 
• 1370446-02-8 C₂₈H₂₃ClN₂O₂SSi 
• 1316270-44-6 C₂₁H₁₅N₇O₂S 
• 1352612-50-0 diethyl (3-(4-methylbenzo[d]thiazol-2-yl)thioureido)(phenyl)methylphosphonate 
• 1352612-52-2 diisopropyl (3-(4-methylbenzo[d]thiazol-2-yl)thioureido)(phenyl)methylphosphonate 
• 1352612-51-1 dipropyl (3-(4-methylbenzo[d]thiazol-2-yl)thioureido)(phenyl)methylphosphonate 
• 1359841-69-2 4-methyl-2-(2,4,5-triphenyl-1H-imidazol-1-yl)benzo[d]thiazole 
• 1357303-96-8 N-(2-nitrobenzylidene)-4-methylbenzo[d]thiazol-2-amine 
• 1357303-93-5 N-(2-methoxybenzylidene)-4-methylbenzo[d]thiazol-2-amine 

Relevant articles and documents

Studies on phenothiazines. VII. (1). Synthesis of 3-substituted 2-aminobenzenethiols and their conversion into phenothiazines

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Method for synthesizing 4-methyl-2-benzothiazolehydrazine

The invention discloses a method for synthesizing 4-methyl-2-benzothiazolehydrazine. The method comprises the following steps: carrying out synthesis reaction on o-toluidine and thiocyanate in acid toobtain o-tolylthiourea; carrying out a synthesis reaction on the o-tolylthiourea and a catalyst in water to obtain 2-amino-4-methylbenzothiazole; and carrying out a synthesis reaction on the 2-amino-4-methylbenzothiazole in hydrazine hydrate, so as to obtain the 4-methyl-2-benzothiazolehydrazine. The method for synthesizing the 4-methyl-2-benzothiazolehydrazine, provided by the invention, is simple to operate, less in three wastes, capable of repeatedly applying wastewater, high in product content, good in quality and suitable for industrial mass production.

SN-Donor methylthioanilines and copper(II) complexes: Synthesis, spectral properties, and in vitro antimicrobial activity

Methylthioanilines, a series of sulfur-nitrogen donor ligands substituted with OCH3, CH3, Cl, and Br, and their copper(II) complexes have been synthesized and characterized by 1H and 13C NMR, elemental analysis, FTIR, UV-Vis and EPR spectra, molar conductance, and magnetic susceptibility measurements. The NMR spectra of the ligands revealed that the para/ortho protons and para carbon were sensitive to the electronic effect of substituents. The CHNS analysis presented CuLCl2 (L = OCH3, CH3, Cl) and CuL2Cl2 (L = Br) stoichiometries for the copper complexes. FTIR spectra showed that the bidentate ligands were coordinated to the copper ion through their nitrogen and sulfur atoms. The electronic spectra have suggested square planar and octahedral geometries for these complexes. The EPR spectra demonstrated that the solid state copper(II) complexes possess dx2-y2 orbital ground state and g= > g > 2.0023 in a tetragonal environment. The compounds were evaluated for in vitro antimicrobial activity against S. aureus, B. subtilis, E. coli, and C. albicans. The copper complexes showed higher activity than the parent ligands against S. aureus and B. subtilis; the electron-donating OCH3 and CH3 derivatives were more active than the withdrawing Br- A nd Cl-substituted compounds.

[...] aromatic amines acetylcholine esterase inhibitor synthesis and use (by machine translation)

The present invention provides a formula for the (I) or (II) [...] aromatic amines of the acetylcholine esterase inhibitor and its pharmaceutically acceptable salt or a stereoisomer thereof, a process for their preparation and its in the preparation of acetylcholine esterase inhibitors and treatment of Alzheimer's disease and/or myasthenic application of the medicament, type definition of each group in the specification. The invention of aromatic amine derivatives as [...] of acetylcholine esterase inhibitors with micromolar level to nanomolar inhibiting activity, has further developed into an anti-Alzheimer's disease possibility of drug. (by machine translation)