2-(Methylthio)-6-nitro-1,3-benzothiazole

Base Information

• Chemical Name: 2-(Methylthio)-6-nitro-1,3-benzothiazole
• CAS No.: 3621-99-6
• Molecular Formula: C8H6 N2 O2 S2
• Molecular Weight: 226.28
• Hs Code.: 2934999090
• NSC Number: 202563
• DSSTox Substance ID: DTXSID60308155
• Wikidata: Q82055870
• Mol file: 3621-99-6.mol

Synonyms:3621-99-6;2-(methylthio)-6-nitro-1,3-benzothiazole;2-(Methylthio)-6-nitrobenzo[d]thiazole;2-methylsulfanyl-6-nitro-1,3-benzothiazole;2-(methylsulfanyl)-6-nitro-1,3-benzothiazole;Benzothiazole, 2-(methylthio)-6-nitro-;2-methylthio-6-nitrobenzothiazole;NSC202563;Maybridge1_004988;SCHEMBL76961;HMS555K16;DTXSID60308155;2-(methylthio)-6-nitrobenzothiazole;6-nitro-2-(methylthio)benzothiazole;MFCD00085141;STK387201;AKOS002325939;AS-9290;CCG-250703;NSC 202563;NSC-202563;CS-0316067;FT-0608854;J-506493

Chemical Property of 2-(Methylthio)-6-nitro-1,3-benzothiazole

Chemical Property:

• Vapor Pressure: 4.22E-06mmHg at 25°C
• Melting Point: 134 °C
• Boiling Point: 395.4°Cat760mmHg
• Flash Point: 192.9°C
• PSA: 112.25000
• Density: 1.51g/cm³
• LogP: 3.44960
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 225.98706979
• Heavy Atom Count: 14
• Complexity: 234

Purity/Quality:

99% ^*data from raw suppliers

2-(Methylthio)-6-nitro-1,3-benzothiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC1=NC2=C(S1)C=C(C=C2)[N+](=O)[O-]

Technology Process of 2-(Methylthio)-6-nitro-1,3-benzothiazole

There total 11 articles about 2-(Methylthio)-6-nitro-1,3-benzothiazole 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: 97.0%

2-mercapto-6-nitrobenzothiazole (4845-58-3) + methyl iodide (74-88-4) → 2-methylthio-6-nitrobenzothiazole (3621-99-6)

Guidance literature:

2-mercapto-6-nitrobenzothiazole; With sodium hydride; In N,N-dimethyl-formamide; for 0.5h; Inert atmosphere; Schlenk technique;

methyl iodide; In N,N-dimethyl-formamide; at 20 ℃; for 10h; Schlenk technique;

DOI:10.1002/anie.201510533

Reference yield: 75.0%

2-methylmercaptobenzothiazole (615-22-5) → 2-methylthio-6-nitrobenzothiazole (3621-99-6)

Guidance literature:

With sulfuric acid; nitric acid; at 0 ℃; for 1h;

DOI:10.1039/c5ra12925g

Reference yield: 72.0%

6-nitrobenzo[d]thiazole-2(3H)-thione (4845-58-3) + methyl iodide (74-88-4) → 2-methylthio-6-nitrobenzothiazole (3621-99-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.1002/anie.202112107

upstream raw materials:

2-methylmercaptobenzothiazole

6-nitrobenzo[d]thiazole-2(3H)-thione

dimethyl sulfate

methyl iodide

Downstream raw materials:

3-methyl-2-(methylthio)benzothiazolium tosylate

2-(methylsulfonyl)-6-nitrobenzo[d]thiazole

2-(methylsulfinyl)-6-nitrobenzo[d]thiazole

3-methyl-2-methylsulfanyl-6-nitro-benzothiazolium; methyl sulfate