2-Mercaptobenzothiazole

Base Information

• Chemical Name: 2-Mercaptobenzothiazole
• CAS No.: 149-30-4
• Deprecated CAS: 112242-83-8,119170-41-1,12640-90-3,4464-58-8,55199-93-4,81605-65-4,1321-08-0,2213445-86-2,885216-62-6,119170-41-1,12640-90-3,1321-08-0,4464-58-8,55199-93-4
• Molecular Formula: C7H5NS2
• Molecular Weight: 167.255
• Hs Code.: 29342020
• European Community (EC) Number: 205-736-8,205-840-3
• ICSC Number: 1183
• NSC Number: 2041
• UN Number: 2811,3077,1228
• UNII: 5RLR54Z22K
• DSSTox Substance ID: DTXSID1020807
• Nikkaji Number: J2.552F
• Wikipedia: Mercaptobenzothiazole,2-mercaptobenzothiazole
• Wikidata: Q904160
• NCI Thesaurus Code: C83512
• Metabolomics Workbench ID: 52104
• ChEMBL ID: CHEMBL111654
• Mol file: 149-30-4.mol

Synonyms:2-mercaptobenzothiazole;2-thiobenzothiazole;captax;captax, bismuth(+3) salt;captax, cobalt(+2) salt;captax, copper(+2) salt;captax, lead(+2) salt;captax, mercury (+2) salt;captax, potassium salt;captax, silver(+1) salt;captax, sodium salt;captax, zinc salt;mebetizol

Chemical Property of 2-Mercaptobenzothiazole

Chemical Property:

• Appearance/Colour: beige or light yellow powder with a faint odour
• Vapor Pressure: 0.000844mmHg at 25°C
• Melting Point: 177-181 °C(lit.)
• Refractive Index: 1.783
• Boiling Point: 305 °C at 760 mmHg
• PKA: 9.80±0.20(Predicted)
• Flash Point: 138.3 °C
• PSA: 79.93000
• Density: 1.46 g/cm³
• LogP: 2.58500
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• Solubility.: 0.12g/l
• Water Solubility.: <0.1 g/100 mL at 19℃
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 166.98634151
• Heavy Atom Count: 10
• Complexity: 158
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

2-Benzothiazolethiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,N
• Hazard Codes: Xi,N
• Statements: 43-50/53
• Safety Statements: 24-37-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> Rubber Additives
• Canonical SMILES: C1=CC=C2C(=C1)NC(=S)S2
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached.
• Effects of Short Term Exposure: The substance may be irritating to the eyes.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization. This substance is probably carcinogenic to humans.
• General Description: 2-Mercaptobenzothiazole (MBT) is a versatile chemical compound primarily used as a vulcanization accelerator in rubber production. It also serves as a key intermediate in the synthesis of biologically active derivatives, such as amides, anilides, hydrazones, and pyridine derivatives, which have shown potential anticonvulsant and monoamine oxidase inhibitory properties. Its reactivity with various reagents enables the formation of structurally diverse compounds, making it valuable in pharmaceutical and industrial applications.

Technology Process of 2-Mercaptobenzothiazole

There total 280 articles about 2-Mercaptobenzothiazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

methyl phosphite (96-36-6,868-85-9) + N-piperidin-2-benzothiazole sulfenamide (26773-65-9) → 2-methylmercaptobenzothiazole (615-22-5) + Dimethyl piperididophosphate (597-24-0) + 2-Mercaptobenzothiazole (149-30-4,118090-09-8)

Guidance literature:

DOI:10.1246/cl.1980.695

Reference yield: 91.0%

4-(benzothiazole-2-sulfenyl)-morpholine (102-77-2) + phosphorous acid trimethyl ester (121-45-9) → 2-methylmercaptobenzothiazole (615-22-5) + N,N-oxydiethylene-O,O-dimethylphosphoramidate (597-25-1) + 2-Mercaptobenzothiazole (149-30-4,118090-09-8)

Guidance literature:

DOI:10.1246/cl.1980.695

Reference yield: 85.0%

2-(2-pentynyl)-2-(2-benzothiazolylthio)cyclopentanone (68898-27-1) → 2-(Pent-2-enyl)cyclopentan-1-one (57026-62-7) + 2-Mercaptobenzothiazole (149-30-4,118090-09-8)

Guidance literature:

tetraethylammonium tosylate; In methanol; Electrochemical reduction (Pt cathode);

DOI:10.1021/jo01295a040

upstream raw materials:

bis(2-nitrophenyl)disulfide

1,3-Benzothiazole

Allylthiourea

2-chlorobenzo[d][1,3]thiazole

Downstream raw materials:

4-(benzothiazole-2-sulfenyl)-morpholine

2-(2,6-dimethyl-morpholin-4-ylsulfanyl)-benzothiazole

2-morpholin-4-yldisulfanyl-benzothiazole

3-Anilinomethyl-2-benzthiazolinthion

Refernces

Synthesis and Reactions of 2-Mercaptobenzothiazole Derivatives of Expected Biological Activity. 2

10.1021/je00028a032

The research focuses on the synthesis and reactions of 2-mercaptobenzothiazole derivatives, which are expected to have biological activity. The study involves the preparation of various compounds, including amides and anilides of benzothiazole-2-ylthioacetate and 3-(benzothiazol-2-ylthio)propanoate, arylhydrazones, cycloalkanone hydrarones, and pyridine derivatives. Key chemicals used in the research include 2-mercaptobenzothiazole, chloroacetic acid, bromopropanoic acid, sodium metal, thionyl chloride, aniline, and other reagents for the synthesis processes. The compounds were synthesized through reactions such as refluxing mixtures of starting materials in solvents like ethanol and benzene, followed by purification steps like crystallization. The synthesized compounds were characterized by their melting points, yields, and spectroscopic data (IR and NMR), which confirmed their structures. The research aims to explore the potential biological activity of these synthesized compounds, building on previous literature indicating that substituted benzothiazoles possess anticonvulsant activity and inhibit monoamine oxidase activity.