2314-17-2

Basic information

• Product Name: Benzothiazole, 2-(butylthio)- (7CI,8CI,9CI)
• Synonyms: Benzothiazole, 2-(butylthio)- (7CI,8CI,9CI);butylcaptax;2-(BUTYLTHIO)BENZOTHIAZOLE;2-Buthylthio Benzothiazol;2-(butylthio)-1,3-benzothiazole;2-butylsulfanyl-1,3-benzothiazole
• CAS NO: 2314-17-2
• Molecular Formula: C₁₁H₁₃NS₂
• Molecular Weight: 223.35762
• Product Categories: BENZOTHIAZOLE
• Mol File: 2314-17-2.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 340.4°Cat760mmHg
• Flash Point: 159.6°C
• Appearance: /
• Density: 1.1894 (rough estimate)
• Vapor Pressure: 0.00017mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• PKA: 0.62±0.10(Predicted)
• CAS DataBase Reference: Benzothiazole, 2-(butylthio)- (7CI,8CI,9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzothiazole, 2-(butylthio)- (7CI,8CI,9CI)(2314-17-2)
• EPA Substance Registry System: Benzothiazole, 2-(butylthio)- (7CI,8CI,9CI)(2314-17-2)

Safety Data

• Hazardous Substances Data: 2314-17-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H13NS2/c1-2-3-8-13-11-12-9-6-4-5-7-10(9)14-11/h4-7H,2-3,8H2,1H3

Upstream product

• 109-65-9 1-bromo-butane 
• 149-30-4 2-Mercaptobenzothiazole 
• 102-85-2 tri-n-butyl phosphite 
• 102-77-2 4-(benzothiazole-2-sulfenyl)-morpholine 
• 615-20-3 2-chlorobenzo[d][1,3]thiazole 
• 95-16-9 1,3-Benzothiazole 
• 629-45-8 dibutyl disulfide 
• 20637-27-8 2-deuteriobenzothiazole 
• 109-79-5 n-butanethiol 
• 26726-20-5 sodium n-butylsulfanesulfonate 
• 137-07-5 2-amino-benzenethiol 
• 1123-99-5 2-iodobenzothiazole 
• 109-69-3 n-Butyl chloride 
• 542-69-8 1-iodo-butane 

Downstream Products

• 21261-91-6 3-Butyl-benzothiazolin-2-thion 
• 40115-03-5 2-cyclohexyl-benzothiazole 

Relevant articles and documents

Ag-Cu copromoted direct C2-H bond thiolation of azoles with Bunte salts as sulfur sources

A direct C2-H thiolation of azoles with Bunte salts was achieved under the combined action of copper and silver salts. This protocol could furnish various substituted 2-thioazoles in moderate to good yields. This method has a broad substrate scope and shows good functional group tolerance.

Preparation of Functionalized Aryl, Heteroaryl, and Benzylic Potassium Organometallics Using Potassium Diisopropylamide in Continuous Flow

We report the preparation of lithium-salt-free KDA (potassium diisopropylamide; 0.6 m in hexane) complexed with TMEDA (N,N,N′,N′-tetramethylethylenediamine) and its use for the flow-metalation of (hetero)arenes between ?78 °C and 25 °C with reaction times between 0.2 s and 24 s and a combined flow rate of 10 mL min?1 using a commercial flow setup. The resulting potassium organometallics react instantaneously with various electrophiles, such as ketones, aldehydes, alkyl and allylic halides, disulfides, Weinreb amides, and Me3SiCl, affording functionalized (hetero)arenes in high yields. This flow procedure is successfully extended to the lateral metalation of methyl-substituted arenes and heteroaromatics, resulting in the formation of various benzylic potassium organometallics. A metalation scale-up was possible without further optimization.

One-Pot Synthesis of 2-Benzyl/2-Allyl-Substituted Thiobenzoazoles Using Transition-Metal-Free Conditions in Water

A transition-metal-free protocol for the one-pot synthesis of 2-benzyl/2-allyl-substituted thiobenzoazoles in water was developed. The cyclization of 2-aminothiophenols, 2-aminophenols, and 1,2-phenylenediamines with tetramethylthiuram disulfide (TMTD) gave mercapto benzoheterocycles, and the subsequent C-S coupling with benzyl or allyl halides furnished the desired products in good to excellent yields. This method features transition-metal-free conditions with water as a solvent, an easy performance, mild reaction conditions, a wide substrate scope, and good to excellent yields, thus paving an efficient and useful way to establish a library of potentially active drug molecules.