13673-63-7

Basic information

• Product Name: 3-METHYL-1,3-BENZOXAZOLE-2(3H)-THIONE
• Synonyms: 3-METHYL-2(3H)-BENZOXAZOLETHIONE;3-METHYL-1,3-BENZOXAZOLE-2(3H)-THIONE;Benzoxazole-2(3H)-thione, 3-methyl-;3-Methyl-3H-benzoxazole-2-thione;3-Methyl-2(3H)-benzoxazolethione,97%;3-Methyl-1,3-benzo[d]oxazol-2(3H)-thione;3-Methylbenzo[d]oxazole-2(3H)-thione
• CAS NO: 13673-63-7
• Molecular Formula: C₈H₇NOS
• Molecular Weight: 165.21
• Mol File: 13673-63-7.mol
• Article Data: 6

Chemical Properties

• Melting Point: 132-135
• Boiling Point: 272.25°C (rough estimate)
• Flash Point: 103.4 °C
• Appearance: /
• Density: 1.1979 (rough estimate)
• Vapor Pressure: 0.0258mmHg at 25°C
• Refractive Index: 1.6400 (estimate)
• CAS DataBase Reference: 3-METHYL-1,3-BENZOXAZOLE-2(3H)-THIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYL-1,3-BENZOXAZOLE-2(3H)-THIONE(13673-63-7)
• EPA Substance Registry System: 3-METHYL-1,3-BENZOXAZOLE-2(3H)-THIONE(13673-63-7)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26-22
• Hazardous Substances Data: 13673-63-7(Hazardous Substances Data)

Usage

Chemical Properties

light brown needles

InChI:InChI=1/C8H7NOS/c1-9-6-4-2-3-5-7(6)10-8(9)11/h2-5H,1H3

Upstream product

• 13673-62-6 2-methylsulfanyl-benzoxazole 
• 80-48-8 methyl p-toluene sulfonate 
• 74-88-4 methyl iodide 
• 21892-80-8 3-methylbenzo[d]oxazol-2(3H)-one 
• 463-71-8 thiophosgene 
• 611-24-5 o-(N-methylamino)phenol 
• 2382-96-9 benzo[d]oxazole-2-(3H)-thione 
• 77-78-1 dimethyl sulfate 
• 50-00-0 formaldehyd 
• 76088-27-2 Triphenyl-(2-thioxo-benzooxazol-3-ylmethyl)-phosphonium; chloride 
• 59-49-4 2-Benzoxazolinone 
• 616-38-6 carbonic acid dimethyl ester 
• 2382-96-9 2-sulfanyl-1,3-benzoxazole 

Downstream Products

• 32353-07-4 3-Butyl-1-(2-hydroxy-phenyl)-1-methyl-thiourea 
• 7783-06-4 hydrogen sulfide 
• 15719-64-9 methylammonium carbonate 
• 611-24-5 o-(N-methylamino)phenol 
• 615-18-9 2-chloro-1,3-benzoxazole 
• 74-87-3 methylene chloride 

Relevant articles and documents

SH-methylation of SH-containing heterocycles with dimethyl carbonate via phase-transfer catalytic reaction

A reaction of SH-containing heterocycles with dimethyl carbonate (DMC) in the presence of K2CO3 and tetrabutylammonium bromide (Bu4NBr) gave heteroaryl methyl thioethers in 44-93% yields. The reaction was carried out under mild conditions. This method provided a useful synthetic method for preparation of various heteroaryl methyl thioethers without the use of toxic methylic halides or dimethyl sulfate.

MOLECULAR ADDUCTS BETWEEN IODINE AND SOME BENZAZOLE-2-THIONE AND -2-SELONE DERIVATIVES

Spectrophotometric studies of adducts obtained by reacting molecular iodine and some benzazole-2-thione and -2-selone derivatives have been carried out in CH2Cl2 solutions.The termodynamic and spectral characteristics of these complexes have been determined.Except for benzoxazole-2-selone and 3-methylbenzthiazole-2-selone, at least one isosbestic point has been found in the spectra of all the compounds, indicating the formation of 1:1 molecular adduct.This model, employed for the calculation of the stability constants, fits the experimental data well in all cases.A non-linear least-squares method has been used for the calculation, and attention has been taken in selecting the experimental points to improve the reliability of the K and ε values.

Synthesis of 3-Substitued Benzoxazoline-2-thiones

Several methods for the preparation of 3-substitued benzoxazoline-2-hiones (1) were examined.Method B via the thiation of 3-substitued benzoxazoline-2-one (5) with phosphorus pentasulfide was found to be applicable to the preparation of most analogs of 1, with a few expections.Method C via the cyclization of 2-(alkylamino)phenol (7) with potassium O-methyldithiocarbonate was suitable for the preparation of analogs with a group sensitive to high temperature of with an aryl- (including aromatic heterocyclic ring) methyl group.In addition, the reaction of benzoxazoline-2-thione (2) with acetals such as 1-ethoxyisochroman, 2-ethoxytetrahydrofuran, and ethoxytetraydropyran, or with Michael acceptors such as 2,3-dihydrofuran and 2H-3,4-dihydropyran, gave 3-substitued benzoxazoline-2-thione (1d-f).