2-Amino-6-nitrobenzoxazole

Base Information

• Chemical Name: 2-Amino-6-nitrobenzoxazole
• CAS No.: 6458-17-9
• Molecular Formula: C7H5N3O3
• Molecular Weight: 179.135
• Hs Code.: 2934999090
• ChEMBL ID: CHEMBL3309643
• DSSTox Substance ID: DTXSID70482475
• Wikidata: Q82318831
• Mol file: 6458-17-9.mol

Synonyms:6458-17-9;2-amino-6-nitrobenzoxazole;6-Nitro-1,3-benzoxazol-2-amine;6-nitrobenzo[d]oxazol-2-amine;MFCD11844837;SCHEMBL2190235;CHEMBL3309643;DTXSID70482475;UHYVXILHAMUPRP-UHFFFAOYSA-N;AC6536;AKOS022961121;BS-32666;SY130063;FT-0758268;EN300-187930;A918300;6-Nitro-1,3-benzoxazol-2-amine, 2-Amino-6-nitrobenzo[d]oxazole

Chemical Property of 2-Amino-6-nitrobenzoxazole

Chemical Property:

• PSA: 98.60000
• LogP: 1.77150
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 179.03309103
• Heavy Atom Count: 13
• Complexity: 218

Purity/Quality:

97% ^*data from raw suppliers

6-nitrobenzo[d]oxazol-2-amine 95 ^*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-])OC(=N2)N

Technology Process of 2-Amino-6-nitrobenzoxazole

There total 1 articles about 2-Amino-6-nitrobenzoxazole 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:

2-hydroxy-4-nitrobenzaldehyde (2460-58-4) → 6-nitrobenzisoxazole (39835-08-0) + 6-nitro-1,3-benzoxazol-2-amine (6458-17-9)

Guidance literature:

With sodium azide; chloroform; sulfuric acid;

Reference yield: 88.0%

6-nitro-1,3-benzoxazol-2-amine (6458-17-9) + benzoyl chloride (98-88-4) → N-(6-nitrobenzoxazol-2-yl)benzamide (100817-85-4)

Guidance literature:

With pyridine; at 80 ℃; for 24h;

Reference yield:

6-nitro-1,3-benzoxazol-2-amine (6458-17-9) → tert-butyl N-cis-3-[(2-[(cyclopentanecarbonyl)amino]-benzoxazole-6-ylamino)carbonyl]cyclohexyl carbamate

Guidance literature:

Multi-step reaction with 3 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 16 h / 20 °C

2: tin(II) chloride dihdyrate / ethanol / 2 h / Reflux

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 18 h / 20 °C

With dmap; tin(II) chloride dihdyrate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethanol; dichloromethane;

DOI:10.1039/c3md00215b

upstream raw materials:

2-hydroxy-4-nitrobenzaldehyde

Downstream raw materials:

[4-(6-nitro-benzooxazol-2-ylsulfamoyl)-phenyl]-carbamic acid methyl ester

4-acetylamino-N-(6-nitro-benzooxazol-2-yl)-benzenesulfonamide

4-amino-N-(6-nitro-benzooxazol-2-yl)-benzenesulfonamide

N-(6-nitrobenzoxazol-2-yl)benzamide