42238-71-1

Basic information

• Product Name: 2-Benzothiazolamine, 6-methyl-N-(4-methylphenyl)-
• CAS NO: 42238-71-1
• Molecular Formula: C15H14N2S
• Molecular Weight: 254.356
• Mol File: 42238-71-1.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 2-Benzothiazolamine, 6-methyl-N-(4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Benzothiazolamine, 6-methyl-N-(4-methylphenyl)-(42238-71-1)
• EPA Substance Registry System: 2-Benzothiazolamine, 6-methyl-N-(4-methylphenyl)-(42238-71-1)

Safety Data

• Hazardous Substances Data: 42238-71-1(Hazardous Substances Data)

Upstream product

• 29289-13-2 2-iodo-4-methylaniline 
• 622-59-3 1-isothiocyanato-4-methylbenzene 
• 106-49-0 p-toluidine 
• 3507-26-4 2-chloro-6-methylbenzo[d]thiazole 
• 14731-25-0 5-(4-methyl-anilino)-3H-[1,3,4]thiadiazole-2-thione 
• 1072-71-5 5-mercapto-1,3,4-thiadiazole-2(3H)-thione 
• 73901-66-3 N,N-di-p-tolyl-thiourea 
• 621-01-2 N,N'-Bis(p-tolyl)thiourea 

Downstream Products

• 101281-22-5 methyl-(6-methyl-benzothiazol-2-yl)-p-tolyl-amine 
• 101281-23-6 (3,6-dimethyl-3H-benzothiazol-2-ylidene)-p-tolyl-amine 

Relevant articles and documents

DMSO-mediated palladium-catalyzed cyclization of two isothiocyanates: Via C-H sulfurization: A new route to 2-aminobenzothiazoles

DMSO was found to activate arylisothiocyanates for self-nucleophilic addition. A subsequent intramolecular C-H sulfurization catalyzed by PdBr2 enables access to a wide range of 2-aminobenzothiazole derivatives in moderate to good yields. This is the first example of a DMSO-mediated Pd-catalyzed synthesis of 2-aminobenzothiazoles through cyclization/C-H sulfurization of two isothiocyanates.

Synthesis method of 2-aminobenzothiazole compounds

The invention discloses a preparation method of 2-aminobenzothiazole compounds. The 2-aminobenzothiazole compounds is prepared from the following steps of dissolving phenyl/naphthalene isothiocyanateand primary amine into a solvent, adding a catalyst iodine and an oxidant, carrying out one-pot multi-step tandem reaction to prepare the 2-aminobenzothiazole compounds under the temperature of 80 to 150 DEG C. The synthesis method has the advantages that raw materials are cheap and easily available, the reaction condition is mild, the substrate application range is broad, atom economy is high, requirements of green chemical are met, and a novel method which is economical and practical and green and environmentally friendly is provided for synthesis of the 2-aminobenzothiazole compounds.

Copper/N,N,N',N'-tetramethylethylenediamine-catalyzed synthesis of N-substituted benzoheterocycles via C-S cross-coupling at ambient temperature in water

Copper/N,N,N',N'-tetramethylethylenediamine (Cu/TMEDA)-catalyzed ambient temperature tandem reactions of isothiocyanates with 2-iodophenols or 2-iodoanilines in water without the protection of an inert atmosphere are described, which provide a simple, rapid, environmental method for the synthesis of a variety of 2-iminobenzo-1, 3- oxathioles and 2-aminobenzothiazoles in good yields. More important, the present reaction process needs only low amounts of copper catalyst (1mol%) and can yield the products on a gram scale.