N-(7-Nitro-2,1,3-benzoxadiazol-4-yl)glycine

Base Information

• Chemical Name: N-(7-Nitro-2,1,3-benzoxadiazol-4-yl)glycine
• CAS No.: 18333-80-7
• Molecular Formula: C8H6N4O5
• Molecular Weight: 238.159
• DSSTox Substance ID: DTXSID20548272
• Nikkaji Number: J704.628F
• Wikidata: Q82426918
• Mol file: 18333-80-7.mol

Synonyms:18333-80-7;N-(7-Nitro-2,1,3-benzoxadiazol-4-yl)glycine;2-((7-Nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)acetic acid;2-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]acetic acid;2-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]acetic acid;Glycine, N-(7-nitro-2,1,3-benzoxadiazol-4-yl)-;C8H6N4O5;SCHEMBL10824789;DTXSID20548272;TQP0997;BYSBITYSGCGTCO-UHFFFAOYSA-N;AKOS005839758;CS-0236962;EN300-175726;2-(7-nitrobenzo[1,2,5]oxadiazol-4-ylamino)ethanoic acid;2-((7-Nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)aceticacid

Chemical Property of N-(7-Nitro-2,1,3-benzoxadiazol-4-yl)glycine

Chemical Property:

• PSA: 134.07000
• LogP: 1.22370
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 238.03381930
• Heavy Atom Count: 17
• Complexity: 320

Purity/Quality:

N-(7-Nitro-2,1,3-benzoxadiazol-4-yl)glycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C2=NON=C2C(=C1)[N+](=O)[O-])NCC(=O)O

Technology Process of N-(7-Nitro-2,1,3-benzoxadiazol-4-yl)glycine

There total 7 articles about N-(7-Nitro-2,1,3-benzoxadiazol-4-yl)glycine 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: 67.0%

NBD chloride (10199-89-0) + glycine (56-40-6,18875-39-3,25718-94-9) → 2-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)acetic acid (18333-80-7)

Guidance literature:

In ethanol; at 78 ℃; for 3h;

DOI:10.1016/j.bioorg.2021.105585

Reference yield:

5-chlorobenzofurazan-1-oxide (17348-69-5) → 2-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)acetic acid (18333-80-7)

Guidance literature:

Multi-step reaction with 3 steps

1: (i) NH₂OH*HCl, EtOH, H₂O, (ii) KOH

2: HNO₃, H₂SO₄

3: ethanol

With sulfuric acid; nitric acid; In ethanol;

DOI:10.1021/jm00308a027

Reference yield:

5-chloro-2-nitroaniline (1635-61-6) → 2-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)acetic acid (18333-80-7)

Guidance literature:

Multi-step reaction with 4 steps

1: KOH, NaOCl / aq. ethanol

2: (i) NH₂OH*HCl, EtOH, H₂O, (ii) KOH

3: HNO₃, H₂SO₄

4: ethanol

With potassium hydroxide; sodium hypochlorite; sulfuric acid; nitric acid; In ethanol;

DOI:10.1021/jm00308a027

upstream raw materials:

5-chloro-4-nitrobenzo[c]-[1,2,5]oxadiazole

glycine

NBD chloride

4-methoxy-7-nitro-benzo[1,2,5]oxadiazole