6-Nitrobenzothiazole

Base Information

• Chemical Name: 6-Nitrobenzothiazole
• CAS No.: 2942-06-5
• Molecular Formula: C7H4N2O2S
• Molecular Weight: 180.187
• Hs Code.: 29342000
• European Community (EC) Number: 220-933-9
• NSC Number: 170646
• UNII: VC88LFV9C3
• DSSTox Substance ID: DTXSID10183636
• Nikkaji Number: J306.866H
• Wikidata: Q72494395
• Mol file: 2942-06-5.mol

Synonyms:6-Nitrobenzothiazole;2942-06-5;6-nitrobenzo[d]thiazole;Benzothiazole, 6-nitro-;6-Nitro-1,3-benzothiazole;VC88LFV9C3;MFCD00014569;NSC-170646;6-nitro-benzothiazole;NSC170646;UNII-VC88LFV9C3;6-Nitrobenzothiazole, 99%;SCHEMBL393608;6-Nitro-1,3-benzothiazole #;DTXSID10183636;STR02426;EINECS 220-933-9;AKOS003288490;AM84900;CS-W004502;NSC 170646;A5490;FT-0621271;W-106990

Chemical Property of 6-Nitrobenzothiazole

Chemical Property:

• Vapor Pressure: 0.000261mmHg at 25°C
• Melting Point: 175-178 °C(lit.)
• Refractive Index: 1.729
• Boiling Point: 333.7 °C at 760 mmHg
• PKA: -1.33±0.10(Predicted)
• Flash Point: 155.6 °C
• PSA: 86.95000
• Density: 1.525 g/cm³
• LogP: 2.72770
• Storage Temp.: Refrigerator
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 179.99934855
• Heavy Atom Count: 12
• Complexity: 194

Purity/Quality:

98% ^*data from raw suppliers

6-Nitrobenzothiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=C1[N+](=O)[O-])SC=N2
• Uses: 6-Nitrobenzothiazole may be used in the preparation of 4-amino-3-sulfanylbenzonitrile and 2-amino-5-nitrobenzothiole, via alkaline hydrolysis. A related compound of 1,2,3-benzothiadiazoles

Technology Process of 6-Nitrobenzothiazole

There total 17 articles about 6-Nitrobenzothiazole 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: 98.0%

2-iodo-4-nitrophenylamine (6293-83-0) + dimethyl sulfoxide (67-68-5,8070-53-9) → 6-nitrobenzo[d]thiazole (2942-06-5)

Guidance literature:

With copper(l) iodide; potassium sulfide; ammonium acetate; water; at 140 ℃; for 10h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.0c00994

Reference yield: 94.0%

→ 6-nitrobenzo[d]thiazole (2942-06-5)

Guidance literature:

With water; caesium carbonate; for 0.166667h; Microwave irradiation;

Reference yield: 83.0%

2-amino-6-nitrobenzothiazole (6285-57-0) → 6-nitrobenzo[d]thiazole (2942-06-5)

Guidance literature:

With tetrahydrofuran; oxygen; nitrogen(II) oxide; for 6h; Ambient temperature;

DOI:10.1248/cpb.45.1547

upstream raw materials:

1,3-Benzothiazole

formic acid

2-amino-5-nitrobenzenethiol

6-nitrobenzo[d]thiazole-2-carboxylic acid

Downstream raw materials:

2-amino-5-nitro-benzenesulfonic acid

6-iodo-1,3-benzothiazole

6-[4-(N,N-diphenylamino)phenylethynyl]benzothiazole

Refernces

• 1、 Fakis, Mihalis,Georgiou, Dimitris,Gyepes, Róbert,Hrobárik, Peter,Nociarová, Jela,Osusky, Patrik,Polyzos, Ioannis,Smolí?ek, Maro?. "Oxidative C-H Homocoupling of Push-Pull Benzothiazoles: An Atom-Economical Route to Highly Emissive Quadrupolar Arylamine-Functionalized 2,2′-Bibenzothiazoles with Enhanced Two-Photon Absorption". supporting information. p. 5512 - 5517. Retrieved 2021/07/31.
• 2、 Deng, Guobo,Kuang, Daizhi,Liang, Yun,Yang, Yuan,Yu, Jiangxi,Zhang, Fuxing,Zhu, Xiaoming. "K2S as Sulfur Source and DMSO as Carbon Source for the Synthesis of 2-Unsubstituted Benzothiazoles". supporting information. p. 3789 - 3793. Retrieved 2020/06/04.