154558-90-4

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 3292-54-4 6-chloro-3H-benzo[d][1,2,3]dithiazole 2-oxide 
• 23474-98-8 2-amino-5-chlorobenzenethiol 
• 3672-47-7 3-oxo-3-(4'-methoxyphenyl)propanenitrile 
• 106-47-8 4-chloro-aniline 
• 2942-10-1 6-chloro-1,3-benzothiazole 
• 696-62-8 para-iodoanisole 
• 1612227-95-8 N-(4-chloro-2-iodophenyl)-4-methoxybenzothioamide 
• 31183-89-8 2-[(2-amino-5-chlorophenyl)dithio]-4-chlorophenylamine 
• 7595-61-1 N-(4-chlorophenyl)-4-methoxybenzamide 
• 118063-94-8 2,6-Dichloro-2λ⁴-benzo[1,2,3]dithiazole 
• 127351-02-4 N-(4-chlorophenyl)-4-methoxybenzothioamide 

Downstream Products

• 1379479-43-2 6-chloro-2-(5-methoxy-4'-methyl-[1,1'-biphenyl]-2-yl)benzo[d]thiazole 
• 1379479-38-5 6-chloro-2-(5'-methoxy-4,4''-dimethyl-[1,1':3',1''-terphenyl]-2'-yl)benzo[d]thiazole 
• 1379479-39-6 6-chloro-2-(5'-methoxy-[1,1':3',1''-terphenyl]-2'-yl)benzo[d]thiazole 

Relevant academic research and scientific papers

Green and highly efficient synthesis of 2-arylbenzothiazoles using glycerol without catalyst at ambient temperature

A one-pot and clean synthesis of 2-arylbenzothiazoles via the ambient temperature reaction of 2-aminothiophenols and aromatic aldehydes without catalyst in glycerol as a green solvent has been reported. 2012 by the Authors.

Microwave-assisted "green" synthesis of 2-alkyl/ arylbenzothiazoles in one pot: A facile approach to anti-tumor drugs

A series of new 2-alkyl/arylbenzothiazoles has been synthesized on the basis of the potent and selective in vitro anti-tumor properties of 2-(3,4-diethoxyphenyl)-5-fluorobenzothiazole. The synthesis of benzothiazole analogs was achieved via microwave irradiation of a 1:1 mixture of o-aminothiophenol and alkyl/aryl acylacetonitriles at temperature of 200 °C for 10 min. The yields are very good to excellent. All the products were characterized by 1H nmr, 13C nmr and elemental analysis.

Room temperature HFIP/Ag-promoted palladium-catalyzed C–H functionalization of benzothiazole with iodoarenes

A versatile synthetic protocol involving the room temperature direct arylation of benzothiazole with a wide variety of iodoarenes under Ag-promoted Pd-catalyzed conditions in HFIP as the reaction solvent has been presented. A sequential HFIP-promoted sele

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.

Organocatalytic syntheses of benzoxazoles and benzothiazoles using aryl iodide and oxone via C-H functionalization and C-O/S bond formation

An organocatalytic protocol for the syntheses of 2-substituted benzoxazoles and benzothiazoles is described from alkyl-/arylanilides and alkyl-/arylthioanilides using 1-iodo-4-nitrobenzene as catalyst and oxone as an inexpensive and environmentally safe terminal oxidant at room temperature in air via oxidative C-H functionalization and C-O/S bond formation. The procedure is simple and general and provides an effective route for the construction of functionalized 2-alkyl-/arylbenzoxazoles and 2-alkyl-/arylbenzothiazoles with moderate to high yields. The synthetic and mechanistic aspects have been described.

Room-temperature ligand-free Pd/C-catalyzed C-S bond formation: Synthesis of 2-substituted benzothiazoles

The synthesis of 2-substituted benzothiazoles has been achieved via cyclization of o-iodothiobenzanilide derivatives using Pd/C as the catalyst at room temperature. The protocol is ligand-free, additive-free, and high-yielding and involves very mild conditions.

An efficient synthetic route to biologically relevant 2- phenylbenzothiazoles substituted on the benzothiazole ring

Certain 2-phenylbenzothiazoles containing substituents on the benzothiazole ring possess important biological properties, yet the majority of synthetic methods to 2-phenylbenzothiazoles described to date focus on their unsubstituted ring counterparts. Her

Novel green procedure for the synthesis of 2-arylbenzothiazoles under microwave irradiation in Peg 200 or Peg 400

An improved green procedure for the synthesis of 2-aryl- and 2-hetarylbenzothiazoles by condensation of equivalent amounts of 2,2'-diaminodiphenyldisulfides or 2-aminothiophenols and various aromatic aldehydes in PEG 200/400 under microwave irradiation has been developed. This method allows the synthesis of 2-arylbenzothiazoles in high yields and with high purity regardless of the state of the starting compounds (liquid or solid) or the nature of the substituents in the aromatic ring. Copyright Taylor & Francis Group, LLC.

Alum (KAl(SO4)2·12H2O)-catalyzed, eco-friendly, and efficient one-pot synthesis of 2-arylbenzothiazoles and 2-arylbenzoxazole in aqueous medium

Alum (KAl(SO4)212H2O) performs as a novel catalyst for the synthesis of 2-arylbenzothiazoles and 2-arylbenzoxazole from o-aminothiophenol and o-aminophenol with various substituted aldehydes in good to excellent isolated yields (8595%) using water as a solvent at ambient temperature. Several solvents were examined for this reaction; however, in terms of reaction yield and time, water was found to be the optimum solvent. The remarkable advantages offered by this method are an inexpensive and easily available catalyst, a simple procedure, mild conditions, much faster (6090 min) reactions, and good to excellent yields of products.

Structural Studies on Bioactive Compounds. 23. Synthesis of Polyhydroxylated 2-Phenylbenzothiazoles and a Comparison of Their Cytotoxicities and Pharmacological Properties with Genistein and Quercetin

A series of polyhydroxylated 2-phenylbenzothiazoles 3 has been prepared by demethylation of the precursor methoxylated 2-phenylbenzothiazoles 9.The key step in the construction of the benzothiazole nucleus involves a Jacobson cyclization of methoxylated thiobenzanilides 8.The target compounds inhibit WiDr human colon tumor cells and MCF-7 human mammary tumor cells in vitro with IC50 values in the low micromolar range, but the activity against MCF-7 cells is not related to estrogen receptor-binding affinity.None of the compounds showed selective cytotoxicity againstAbelson virus-transformed ANN-1 cells encoded with the pp120gag-abl tyrosine kinase compared with the parental 3T3 line.Compounds were only marginally inhibitory to the EGF receptor-associated protein tyrosine kinase from a membrane preparation of A431 cells.The most active compound was 4,6-dihydroxy-2-(4-hydroxyphenyl)benzothiazole (3b) which has the same overall hydroxyl substitution pattern as genistein (1a).The compounds were weakly cytotoxic for an EGF receptor, overexpressing cell line HN5, but when tested for differential toxicity against the EGF receptor tyrosine kinase or the PDGF receptor tyrosine kinase in a standard mitogenesis assay utilizing human fibroplasts, no discrimination was observed.In this assay, the compounds inhibited DNA synthesis when added to cells during S phase.This suggests that inhibition could not be interpreted in terms of tyrosine kinase inactivation but more likely as a relatively broad specificity for the ATP-binding domain of other kinases such as thymidine kinase.