101078-51-7

Basic information

• Product Name: 6-Methoxy-2-(p-tolyl)benzo[d]thiazole
• Synonyms: Benzothiazole, 6-methoxy-2-(4-methylphenyl)-
• CAS NO: 101078-51-7
• Molecular Formula: C₁₅H₁₃NOS
• Molecular Weight: 255.33482
• Mol File: 101078-51-7.mol

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 6-Methoxy-2-(p-tolyl)benzo[d]thiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Methoxy-2-(p-tolyl)benzo[d]thiazole(101078-51-7)
• EPA Substance Registry System: 6-Methoxy-2-(p-tolyl)benzo[d]thiazole(101078-51-7)

Safety Data

• Hazardous Substances Data: 101078-51-7(Hazardous Substances Data)

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 104-94-9 4-methoxy-aniline 
• 214279-40-0 3-iodo-4-nitroanisol 
• 122-00-9 para-methylacetophenone 
• 6274-29-9 2-amino-5-methoxy-thiophenol 
• 2942-13-4 6-methoxy-1,3-benzothiazole 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 99-94-5 p-Toluic acid 
• 874-60-2 4-methyl-benzoyl chloride 
• 33667-91-3 N-(4-methoxyphenyl)-4-methylbenzamide 
• 73011-26-4 6-methoxy-3H-benzo[d][1,2,3]dithiazole 2-oxide 
• 21011-45-0 4-methyl-N-(4-methoxyphenyl)benzothioamide 

Downstream Products

• 101078-67-5 Acetic acid 2-[4-(diethoxy-phosphorylmethyl)-phenyl]-benzothiazol-6-yl ester 
• 101078-70-0 diethyl 4-(5-hydroxybenzo[d] thiazol-2-yl)benzylphosphonate 
• 101078-57-3 Acetic acid 2-p-tolyl-benzothiazol-6-yl ester 
• 101078-54-0 2-p-Tolyl-benzothiazol-6-ol 

Relevant articles and documents

A convenient access to substituted benzothiazole scaffolds via intramolecular cyclization of thioformanilides

A new and practical method has been developed for the synthesis of substituted benzothiazoles via the intramolecular cyclization of thioformanilides using DDQ in CH2Cl2 at ambient temperature. The reaction proceeds in high yields via

Palladium-catalyzed desulfitative C-H arylation of azoles with sodium sulfinates

A palladium-catalyzed desulfitative C-H arylation of azoles with sodium sulfinates using Cu(OAc)2·H2O as oxidant has been discovered. The reaction proceeded well for a range of different substrates under oxidative conditions. A series of aryl-substituted azoles have been synthesized in moderate to good yields.

Hypervalent iodine mediated intramolecular cyclization of thioformanilides: Expeditious approach to 2-substituted benzothiazoles

A new, mild, and efficient method has been developed for the synthesis of 2-substituted benzothiazoles via the intramolecular cyclization of thioformanilides by using hypervalent iodine reagents in CH2Cl 2 at ambient temperature. The

Riboflavin as Photoredox Catalyst in the Cyclization of Thiobenzanilides: Synthesis of 2-Substituted Benzothiazoles

Benzothiazoles are synthesized from thiobenzanilides using riboflavin as a photosensitizer and potassium peroxydisulfate as a sacrificial oxidizing agent under visible light irradiation. The methodology accepts a broad range of functional groups and affords the 2-substituted benzothiazoles by transition-metal-free organic photoredox catalysis under very mild conditions.

Metal-Free Synthesis of 2-Arylbenzothiazoles from Aldehydes, Amines, and Thiocyanate

A highly efficient method for the synthesis of 2-arylbenzothiazoles has been developed using readily available aromatic amines, benzaldehydes, and NH4SCN as a sulfur source. A library of 2-arylbenzothiazoles with wide functional group compatibility has been synthesized in good yields through iodine-mediated oxidative annulation.

Copper-catalyzed solvent-free redox condensation of benzothiazoles with aldehydes or benzylic alcohols

An efficient and practical method for the construction of 2-aryl-and 2-alkyl-substituted benzothiazoles via a copper-catalyzed redox condensation process between benzothiazoles and aldehydes or benzylic alcohols has been developed. The reaction proceeded under mild reaction conditions using environmentally benign tert-butyl hydroperoxide (TBHP) as the oxidant. A reaction mechanism involving the ring-opening of benzothiazoles initiated by the attack of acyl radical on the thiazole ring and intramolecular condensation is proposed based on the isolation of an anilide disulfide intermediate.

Synthesis of 2-substituted benzothiazoles from 1-iodo-2-nitrobenzenes by a copper-catalyzed one-pot three-component reaction

A novel method was developed for synthesizing 2-substituted 1,3-benzothiazoles through a copper-catalyzed, one-pot, three-component reaction of a 1-iodo-2-nitrobenzene with sodium sulfide and an aldehyde. Georg Thieme Verlag Stuttgart - New York.

Efficient 2-aryl benzothiazole formation from aryl ketones and 2-aminobenzenethiols under metal-free conditions

2-Aryl benzothiazole formation from aryl ketones and 2-aminobenzenethiols under metal- and I2-free conditions was described. Various 2-aryl benzothiazoles were selectively obtained in good yields using molecular oxygen as oxidant. DMSO played an important role in this transformation. Functional groups such as methyl, methoxy, fluoro, chloro, bromo and nitro groups were tolerated under the optimized reaction conditions.

Synthesis of 2-aryl benzothiazoles via K2S2O 8-mediated oxidative condensation of benzothiazoles with aryl aldehydes

Nontransition metal-catalyzed synthesis of 2-aryl benzothiazoles was achieved through K2S2O8-mediated oxidative condensation of benzothiazoles with aryl aldehydes. The same transformation can also be effected when the aryl

Photochemical cyclization of thioformanilides by chloranil: An approach to 2-substituted benzothiazoles

2-Substituted benzothiazoles were efficiently synthesized by radical cyclization of thioformanilides induced by chloranil under irradiation in 1,2-dichloroethane and toluene at 80 °C. Hydrogen atom abstraction from thiobenzamide by triplet chloranil was the key step of the mechanism, as confirmed by LFP experiments. The methodology developed is simple and afforded the easily isolated products from moderate to good yield.