16763-01-2

Basic information

• Product Name: N-BENZYL-6-METHOXY-1,3-BENZOTHIAZOL-2-AMINE
• Synonyms: N-Benzyl-6-Methoxybenzo[d]thiazol-2-aMine
• CAS NO: 16763-01-2
• Molecular Formula: C₁₅H₁₄N₂OS
• Molecular Weight: 270.36
• Mol File: 16763-01-2.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 438°Cat760mmHg
• Flash Point: 218.7°C
• Appearance: /
• Density: 1.284g/cm³
• Vapor Pressure: 7.17E-08mmHg at 25°C
• Refractive Index: 1.7
• CAS DataBase Reference: N-BENZYL-6-METHOXY-1,3-BENZOTHIAZOL-2-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-BENZYL-6-METHOXY-1,3-BENZOTHIAZOL-2-AMINE(16763-01-2)
• EPA Substance Registry System: N-BENZYL-6-METHOXY-1,3-BENZOTHIAZOL-2-AMINE(16763-01-2)

Safety Data

• Hazardous Substances Data: 16763-01-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H14N2OS/c1-18-12-7-8-13-14(9-12)19-15(17-13)16-10-11-5-3-2-4-6-11/h2-9H,10H2,1H3,(H,16,17)

Upstream product

• 29806-60-8 N¹-benzyl-N²-(4-methoxyphenyl)-thiourea 
• 104-94-9 4-methoxy-aniline 
• 2284-20-0 4-Methoxyphenyl isothiocyanate 
• 100-46-9 benzylamine 
• 1747-60-0 6-methoxybenzothiazol-2-ylamine 
• 100-52-7 benzaldehyde 
• 1666-17-7 benzaldehyde p-toluenesulfonylhydrazone 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 100-51-6 benzyl alcohol 
• 622-78-6 Benzyl isothiocyanate 

Downstream Products

• 65875-48-1 N-benzyl-N',N'-diethyl-N-(6-methoxy-benzothiazol-2-yl)-ethane-1,2-diamine 

Relevant articles and documents

BENZOTHIAZOLE COMPOUNDS AND USES THEREOF

The present invention features compounds useful in the treatment of neurological disorders. The compounds of the invention, alone or in combination with other pharmaceutically active agents, can be used for treating or preventing neurological disorders.

Copper-catalyzed one-pot coupling reactions of aldehydes (ketones), tosylhydrazide and 2-amino(benzo)thiazoles: An efficient strategy for the synthesis of N-alkylated (benzo)thiazoles

An efficient and practical C–N bond formation methodology for the synthesis of N-alkylated (benzo)thiazoles was developed, via the copper-catalyzed one-pot two-step reactions of 2-amino(benzo)thiazoles and aldehydes (ketones) with tosylhydrazide. This cross-coupling reaction proceeded smoothly and tolerated a broad range of functional groups (46 examples). A variety of functionalized N-alkylated (benzo)thiazoles were obtained in moderate to high yields. Notably, gram-scale synthesis of fanetizole (anti-inflammatory drug) was also realized through this protocol.

Metal-Free Synthesis of 2-Aminobenzothiazoles via Iodine-Catalyzed and Oxygen-Promoted Cascade Reactions of Isothiocyanatobenzenes with Amines

In this paper, a highly efficient and sustainable synthesis of 2-aminobenzothiazoles through the cascade reactions of isothiocyanatobenzenes with primary or secondary amines by using iodine as a catalyst and oxygen as an oxidant is presented. Mechanistically, the formation of the title compounds involves the in situ formation of the required benzothiourea intermediate followed by its intramolecular cross dehydrogenative coupling of a C(sp2)-H bond and a S-H bond. To our knowledge, this should be the first example in which 2-aminobenzothiazoles are efficiently prepared from simple and cheap isothiocyanates and amines under metal-free conditions by using iodine as a catalyst and molecular oxygen as an oxidant with water as the byproduct. Compared with literature protocols, this method eliminates the use of ortho-halo-substituted precursors, expensive transition-metal catalysts, and hazardous oxidants.