67058-58-6

Basic information

• Product Name: 6-methyl-2-phenylamino-1,3-benzothiazole
• Synonyms: 6-methyl-2-phenylamino-1,3-benzothiazole
• CAS NO: 67058-58-6
• Molecular Weight: 240.329
• Mol File: 67058-58-6.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: 6-methyl-2-phenylamino-1,3-benzothiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 6-methyl-2-phenylamino-1,3-benzothiazole(67058-58-6)
• EPA Substance Registry System: 6-methyl-2-phenylamino-1,3-benzothiazole(67058-58-6)

Safety Data

• Hazardous Substances Data: 67058-58-6(Hazardous Substances Data)

Upstream product

• 2536-91-6 6-methylbenzothiazol-2-ylamine 
• 62-53-3 aniline 
• 3507-26-4 2-chloro-6-methylbenzo[d]thiazole 
• 1608-42-0 benzenedizolium-2-carboxylate 
• 13078-28-9 5-(p-tolylamino)-1,2,3,4-thiatriazole 
• 28899-97-0 triphenylbismuth(V) diacetate 
• 622-59-3 1-isothiocyanato-4-methylbenzene 
• 583-68-6 2-bromo-p-toluidine 
• 103-72-0 phenyl isothiocyanate 
• 29289-13-2 2-iodo-4-methylaniline 
• 23451-96-9 2-amino-5-methylthiophenol 
• 1145-66-0 1-(4-methylphenyl)-3-phenylthiourea 
• 1397746-40-5 C₁₄H₁₃IN₂S 

Downstream Products

• 78072-99-8 (3,6-dimethyl-3H-benzothiazol-2-ylidene)-phenyl-amine 
• 78072-95-4 methyl-(6-methyl-benzothiazol-2-yl)-phenyl-amine 

Relevant articles and documents

Switchable and Scalable Heteroarylation of Primary Amines with 2-Chlorobenzothiazoles under Transition-Metal-Free and Solvent-Free Conditions

2-Aminobenzothiazoles comprise a valuable structural motif, which prevails in versatile natural products and biologically active compounds. Herein, a switchable and scalable C-N coupling protocol was developed for the synthesis of these compounds from 2-chlorobenzothiazoles and primary amines. Gratifyingly, this protocol was achieved under transition-metal-free and solvent-free conditions. Moreover, introducing an appropriate amount of NaH completely switched the selectivity from mono- toward di-heteroarylation, and further investigations provided a rationale for this new finding. Furthermore, gram-scale synthesis of representative products 3a and 4a was realized by applying operationally simple and glovebox-free procedures, which revealed the practical usefulness of this work. Finally, evaluation of the quantitative green metrics provided evidence that our protocol was superior over the literature ones in terms of green chemistry and sustainability.

Synthesis of N-substituted-2-aminobenzothiazoles using nano copper oxide as a recyclable catalyst under ligand-free conditions, in reusable PEG-400 medium

A simple and practical method for the synthesis of N-substituted-2- aminobenzothiazoles via a cross-coupling reaction of 2-iodo anilines with isothiocyanates is envisaged using nano copper oxide as a recyclable catalyst and Cs2CO3 as a base in PEG-400, as a bio-degradable, reusable, inexpensive and non-toxic reaction medium, under ligand-free conditions. The present tandem process underlines environmental acceptability to access a wide range of N-substituted-2-aminobenzothiazoles in good to excellent yields.

DDQ-promoted C-S bond formation: Synthesis of 2-aminobenzothiazole derivatives under transition-metal-, ligand-, and base-free conditions

A transition-metal-free method for the intramolecular S-arylation of o-halobenzothiaoureas via DDQ-mediated leading to the 2-aminobenzothiazole derivatives is reported. The reactions are performed at room temperature under ligand- and base-free conditions with good to excellent yields. Georg Thieme Verlag Stuttgart · New York.