6277-30-1

Basic information

• Product Name: 2-pentadecyl-1,3-benzothiazole
• CAS NO: 6277-30-1
• Molecular Formula: C₂₂H₃₅NS
• Molecular Weight: 345.585
• Mol File: 6277-30-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 448.1°C at 760 mmHg
• Flash Point: 201.8°C
• Density: 0.977g/cm³
• Vapor Pressure: 8.42E-08mmHg at 25°C
• Refractive Index: 1.536
• CAS DataBase Reference: 2-pentadecyl-1,3-benzothiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-pentadecyl-1,3-benzothiazole(6277-30-1)
• EPA Substance Registry System: 2-pentadecyl-1,3-benzothiazole(6277-30-1)

Safety Data

• Hazardous Substances Data: 6277-30-1(Hazardous Substances Data)

Upstream product

• 137-07-5 2-amino-benzenethiol 
• 57-10-3 1-hexadecylcarboxylic acid 

Relevant articles and documents

KOtBu-Promoted Halogen-Bond-Assisted Intramolecular C-S Cross-Coupling of o-Iodothioanilides for the Synthesis of 2-Substituted Benzothiazoles

An efficacious and mild KOtBu-promoted intramolecular C-S cross-coupling of ortho-iodothioanilides in conjunction with a catalytic quantity of phenanthroline as an additive has been described for the convenient synthesis of 2-substituted benzothiazoles. The methodology is suitable for attaining a wide variety of 2-alkyl- and 2-aryl-substituted benzothiazoles. Single-crystal XRD, DFT calculations, NMR, and UV studies suggest that halogen bonds between the units of ortho-iodothioanilides may assist in the electron transfer process.

Solid phase synthesis of benzothiazolyl compounds

2-Aminobenzenethiol, bound through its thiol function to the 2-chlorotrityl (Clt)-, trityl (Trt)-, 4-methyltrityl (Mtt)- and 4-methoxytrityl (Mmt)-resins, was acylated at the amino-function by aliphatic and aromatic acids. The obtained 2-N-acyl-aminobenzenethiols were cleaved from the resin by treatment with trifluoroacetic acid solutions in dichloromethane. The 2-N-acyl-aminobenzenethiols released from the resin were cyclised to the corresponding 2-substituted benzothiazoles, by standing in a solution of dithiothreitol in DMF or methanol for 1-3 h at room temperature.