3973-09-9

Basic information

• Product Name: 2-Benzothiazolepropanol(8CI,9CI)
• Synonyms: 2-Benzothiazolepropanol(8CI,9CI)
• CAS NO: 3973-09-9
• Molecular Formula: C10H11NOS
• Molecular Weight: 0
• Product Categories: BENZOTHIAZOLE
• Mol File: 3973-09-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Benzothiazolepropanol(8CI,9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Benzothiazolepropanol(8CI,9CI)(3973-09-9)
• EPA Substance Registry System: 2-Benzothiazolepropanol(8CI,9CI)(3973-09-9)

Safety Data

• Hazardous Substances Data: 3973-09-9(Hazardous Substances Data)

Upstream product

• 610277-15-1 3-benzothiazol-2-yl-propionic acid methyl ester 
• 91012-01-0 4-Hydroxy-N-phenylbutyramide 
• 62-53-3 aniline 
• 109-99-9 tetrahydrofuran 
• 29198-86-5 3-(1,3-benzothiazol-2-yl)propanoic acid 
• 74-97-5 chlorobromomethane 
• 936-77-6 2-ethylbenzothiazole 
• 96-48-0 4-butanolide 
• 137-07-5 2-amino-benzenethiol 

Downstream Products

• 58047-33-9 3-[7-(1,2-dihydro-benzo[d]pyrrolo[2,1-b]thiazol-3-yl)-4,4a,5,6-tetrahydro-3H-naphthalen-2-ylidene]-2,3-dihydro-1H-benzo[d]pyrrolo[2,1-b]thiazolium; toluene-4-sulfonate 
• 58047-37-3 1,5-bis-(1,2-dihydro-benzo[d]pyrrolo[2,1-b]thiazol-3-yl)-pentamethinium; toluene-4-sulfonate 
• 58046-77-8 2,3-dihydro-1H-benzo[d]pyrrolo[2,1-b]thiazolium; toluene-4-sulfonate 
• 93331-58-9 1-benzothiazol-2-yl-3-phenylcarbamoyloxy-propane 

Relevant articles and documents

Site-Selective and Stereoselective C(sp3)-H Borylation of Alkyl Side Chains of 1,3-Azoles with a Silica-Supported Monophosphine-Iridium Catalyst

Site-selective and stereoselective C(sp3)-H borylation of alkyl side chains of 1,3-azoles with bis(pinacolato)diboron was effectively catalyzed by a silica-supported monophosphine-iridium catalyst. The borylation occurred under relatively mild conditions (2 mol% Ir, 50-90 °C), affording the corresponding primary and secondary alkylboronates. This system was applicable to a variety of 1,3-(benzo)azoles such as thiazoles, oxazoles, and imidazoles.

TBHP/KI-Promoted Annulation of Anilines, Ethers, and Elemental Sulfur: Access to 2-Aryl-, 2-Heteroaryl-, or 2-Alkyl-Substituted Benzothiazoles

An efficient TBHP/KI-promoted annulation of anilines with ethers and elemental sulfur has been developed through the selective C-O bond cleavage of ethers under transition-metal-free conditions. A wide range of 2-aryl-, 2-heteroaryl-, and 2-alkyl-substituted benzothiazoles were easily prepared with satisfactory yields and good functional group compatibility.

HYDROXYL PURINE COMPOUNDS AND USE THEREOF

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Catalyst- and Supporting-Electrolyte-Free Electrosynthesis of Benzothiazoles and Thiazolopyridines in Continuous Flow

A catalyst- and supporting electrolyte-free method for electrochemical dehydrogenative C?S bond formation in continuous flow has been developed. A broad range of N-arylthioamides have been converted to the corresponding benzothiazoles in good to excellent yields and with high current efficiencies. This transformation is achieved using only electricity and laboratory grade solvent, avoiding degassing or the use of inert atmosphere. This work highlights three advantages of electrochemistry in flow, which is (i) a supporting electrolyte-free reaction, (ii) an easy scale-up of the reaction without the need for a larger reactor and, (iii) the important and effective impact of having a good mixing of the reaction mixture, which can be achieved effectively with the use of flow systems. This clearly improves the reported methods for the synthesis of benzothiazoles.

TEMPO-Catalyzed Electrochemical C-H Thiolation: Synthesis of Benzothiazoles and Thiazolopyridines from Thioamides

Benzothiazoles and thiazolopyridines are widely prevalent in pharmaceuticals and organic materials. Herein, we report a metal- and reagent-free method for the uniform synthesis of benzothiazoles and thiazolopyridines through 2,2,6,6-tetramethylpiperidine-N-oxyl radical (TEMPO)-catalyzed electrolytic C-H thiolation. This dehydrogenative coupling process provides access to a host of benzothiazoles and thiazolopyridines from N-(hetero)arylthioamides. Mechanistic studies suggested that the thioamide substrate was oxidized with the electrochemically generated TEMPO+ through an inner-sphere electron transfer to afford a thioamidyl radical, which undergoes homolytic aromatic substitution to form the key C-S bond.