5-Nitrobenzo[d]oxazole-2(3H)-thione

Base Information

• Chemical Name: 5-Nitrobenzo[d]oxazole-2(3H)-thione
• CAS No.: 22876-21-7
• Molecular Formula: C7H4 N2 O3 S
• Molecular Weight: 196.186
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID80354896
• ChEMBL ID: CHEMBL4867541
• Mol file: 22876-21-7.mol

Synonyms:22876-21-7;5-Nitrobenzo[d]oxazole-2(3H)-thione;5-nitro-1,3-benzoxazole-2-thiol;5-nitro-3H-1,3-benzoxazole-2-thione;2(3H)-Benzoxazolethione, 5-nitro-;5-Nitro benzoxazolo-2-thione;5-NITROBENZO[D]OXAZOLE-2-THIOL;CHEMBL4867541;5-NITRO-BENZOXAZOLO-2-THIONE;MFCD00524789;5-nitro-3H-benzooxazole-2-thione;Oprea1_802867;2-mercapto-5-nitrobenzoxazole;SCHEMBL2074264;DTXSID80354896;FQOGSTGLRLMQOV-UHFFFAOYSA-N;5-Amino-2-ethoxy-benzenesulfonicacid;BDBM50570912;AKOS001107043;AKOS003249490;AKOS024255709;AB06414;DS-1992;5-nitro-1,3-benzoxazole-2(3H)-thione;SY042316;5-Nitro-1,3-benzoxazole-2-thiol, 95%;CS-0042732;FT-0638262;EN300-14361;A878405;J-517854;Z99599016

Chemical Property of 5-Nitrobenzo[d]oxazole-2(3H)-thione

Chemical Property:

• Vapor Pressure: 0.000213mmHg at 25°C
• Melting Point: 244-245 °C
• Boiling Point: 326.7°Cat760mmHg
• PKA: 8.90±0.20(Predicted)
• Flash Point: 151.4°C
• PSA: 110.65000
• Density: 1.65g/cm³
• LogP: 2.54790
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 195.99426317
• Heavy Atom Count: 13
• Complexity: 253

Purity/Quality:

97% ^*data from raw suppliers

5-Nitro-1,3-benzoxazole-2-thiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1[N+](=O)[O-])NC(=S)O2
• Uses: 5-Nitro-1,3-benzoxazole-2-thiol is used in preparation of benzazole-substituted benzo-fused oxaheterocycle carboxamides as NOX4 inhibitors for treatment of diseases involving impaired reactive oxygen species generation such as fibrosis.

Technology Process of 5-Nitrobenzo[d]oxazole-2(3H)-thione

There total 12 articles about 5-Nitrobenzo[d]oxazole-2(3H)-thione 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%

potassium ethyl xanthogenate (140-89-6) + 2-hydroxy-5-nitroaniline (99-57-0) → 2-mercapto-5-nitrobenzo[d]oxazole (22876-21-7)

Guidance literature:

With hydrogenchloride; In ethanol;

Reference yield: 95.0%

potassium ethyl xanthogenate (140-89-6) + 2-hydroxy-5-nitroaniline (99-57-0) → 4-nitro-1,3-benzoaxazolidine-2-thione (22876-21-7)

Guidance literature:

With acetic acid; In ethanol; for 4.5h; pH=5; Reflux;

DOI:10.1016/j.bmcl.2012.06.010

Reference yield: 90.0%

→ 2-mercapto-5-nitrobenzo[d]oxazole (22876-21-7)

Guidance literature:

upstream raw materials:

2-hydroxy-5-nitroaniline

carbon disulfide

5-nitro-3H-benzooxazol-2-one

potassium ethyl xanthogenate

Downstream raw materials:

C₁₉H₁₈N₄O₅

2-chloro-5-nitrobenzo[d]oxazole