75104-97-1

Upstream product

• 137-26-8 Thiram 
• 29289-16-5 N-(2-iodo-4-methylphenyl)acetamide 
• 68-12-2 N,N-dimethyl-formamide 
• 622-59-3 1-isothiocyanato-4-methylbenzene 
• 106-49-0 p-toluidine 
• 16420-13-6 N,N-Dimethylthiocarbamoyl chloride 
• 615-65-6 2-chloro-4-methyl-benzenamine 
• 583-68-6 2-bromo-p-toluidine 
• 16906-70-0 phenyl N,N-dimethyl dithiocarbamate 
• 29289-13-2 2-iodo-4-methylaniline 
• 128-04-1 sodium dimethyldithiocarbamate 
• 2942-15-6 6-methylbenzothiazole 
• 124-40-3 dimethyl amine 
• 2741-13-1 3,3-dimethyl-1-(4-methylphenyl)thiourea 

Relevant academic research and scientific papers

A Mild Synthesis of 2-Substituted Benzothiazoles via Nickel-Catalyzed Intramolecular Oxidative C-H Functionalization

A highly efficient synthetic method for the preparation of 2-aminobenzothiazoles starting from arylthioureas has been reported. By using a nickel catalyst, arylthioureas undergo intramolecular oxidative C-H bond functionalization, giving the desired 2-aminobenzothiazoles in good to excellent yields. This protocol features an inexpensive catalyst, low catalyst loading, mild reaction conditions, a short reaction time, and good to excellent yields, and it can be scaled up easily to a gram scale with almost no yields decreasing.

Solid Supported Nano Structured Cu-Catalyst for Solvent/Ligand Free C2 Amination of Azoles

Ligand- and solvent-free catalytic conditions that harness a nanostructured–CuI catalyst encapsulated in TiO2 has been reported for C2-amination of azoles (benzothiazole, benzoxazole and thiazole). The reaction is highly regioselective. The catalyst is robust, inexpensive and can be recycled up to four times. This strategy was further used for the synthesis of a small molecule with anti-HIV and anti-tumor properties.

Copper(II)-Promoted Cascade Synthesis of 2-Aminobenzothiazoles Starting from 2-Iodoanilines and Sodium Dithiocarbamates

A facile and efficient formation of 2-aminobenzothiazoles by a copper(II)-promoted one-pot cascade process was developed. The desired 2-aminobenzothiazoles were synthesized in good to excellent yields (up to 97 %) in the presence of Cu(OAc)2 an

Method for catalytically synthesizing 2-aminobenzothiazole derivative by N, N-dimethylthio carbamoyl chloride under microwave radiation

The invention discloses a method for catalytically synthesizing a 2-aminobenzothiazole derivative under microwave radiation. A catalytic amount of copper iodide serving as a catalyst, 8-hydroxyquinoline serving as a ligand, potassium hydroxide serving as an auxiliary catalyst, 2-halogenated aniline, a derivative of 2-halogenated aniline, powdered sulfur, an N, N-dimethylthio carbamoyl chloride derivative and pyridine are added into a reaction vessel, the reaction vessel is placed into a microwave reactor, reaction is performed at a certain temperature and under a certain power, vacuum concentration is performed after a certain time, and a product is purified by column chromatography. According to the method, raw materials are novel, operation is simple and convenient, and the 2-aminobenzothiazole derivative is efficiently prepared. Compared with the prior art, the method has the advantages that reaction speed is obviously increased as compared with conventional heating, reaction conditions are mild, and the method is simple in operation, high in yield, safe, low in cost and environmentally friendly.

Metal-free or transition-metal-catalyzed one-pot synthesis of 2-aminobenzothiazoles

A series of 2-aminobenzothiazoles were synthesized by using 2-halogen-substituted anilines (halogen = Cl, Br, I) and dithiocarbamates in the presence of KOt-Bu. This simple and efficient protocol lets the reactions undergo in a smooth and rapid way to afford the corresponding 2-aminobenzothiazoles in good yields. It is noteworthy that the present process allows the construction of 2-aminobenzothiazoles from a wide range of 2-halogen-substituted aniline derivatives, including substituted 2-iodoanilines, 2-bromoanilines and 2-chloroanilines.

Palladium-catalyzed tandem synthesis of 2-aminobenzothiazoles starting from unreactive 2-chloroanilines

A simple and efficient protocol for the synthesis of 2-aminobenzothiazole derivatives is described. 2-Chloroanilines were treated with thiocarbamoyl chloride in the presence of Pd(dba)2 and t-BuOK to afford the corresponding 2-amino-benzothiazoles in good to excellent yield via a tandem manner.

Palladium-Catalyzed Synthesis of 2-Aminobenzothiazoles through Tandem Reaction

A variety of 2-aminobenzothiazoles were synthesized by using 2-chloroanilines and dithiocarbamates through a tandem approach in the presence of Pd(PPh 3) 4 and t -BuOK. The facile and efficient protocol enabled the reaction to proceed at a good rate with excellent yields.

Copper-catalyzed tandem reaction of 2-haloanilines with thiocarbamoyl chloride: Synthesis of 2-aminobenzothiazoles

A simple and efficient protocol for the synthesis of 2-aminobenzothiazoles by a ligand-free copper-catalyzed tandem reaction has been developed. In the presence of CuBr and t-BuOK, a variety of 2-haloanilines (halogen = Br, I) underwent the reaction with thiocarbamoyl chloride efficiently to afford the corresponding 2-aminobenzothiazoles in good yields (83–94%). The features of this method include good yield, cheap catalyst, mild reaction conditions, and broad substrate scope, which make the protocol practical and attractive in the preparation of some potential pharmaceutically active compounds.

A metal-free synthesis of 2-aminobenzothiazoles through aminyl radical addition to aryl isothiocyanates

A convenient synthesis of 2-aminobenzothiazoles, starting from aryl isothiocyanates and formamides under metal-free conditions, is described. Various secondary and tertiary amine- and even α-amino acid-derived formamides can be used as amino sources in this process. Mechanistic studies suggest that the reaction is initiated by decarbonylative aminyl radical formation in the presence of n-Bu4NI and TBHP, followed by aminyl radical addition to isothiocyanates and cyclization via sulfur centred radical intermediates.

Copper-catalyzed tandem reaction of 2-haloaniline derivatives with tetraalkylthiuram disulfides: Selective synthesis of 2-aminobenzothiazoles

A simple and efficient protocol for the synthesis of 2-aminobenzothiazoles by copper-catalyzed tandem reaction has been developed. In the presence of CuBr and Cs2CO3, a variety of 2-haloanilines underwent the reaction with tetramethy