5-Nitroisatoic anhydride

Base Information

• Chemical Name: 5-Nitroisatoic anhydride
• CAS No.: 4693-02-1
• Molecular Formula: C8H4 N2 O5
• Molecular Weight: 208.13
• Hs Code.: 2934999090
• European Community (EC) Number: 225-151-1
• NSC Number: 73615
• UNII: E3HJ2SF662
• DSSTox Substance ID: DTXSID7063558
• Nikkaji Number: J65.416G
• Wikidata: Q72494387
• Mol file: 4693-02-1.mol

Synonyms:5-Nitroisatoic anhydride;4693-02-1;6-Nitro-1H-benzo[d][1,3]oxazine-2,4-dione;5-nitro-isatoic anhydride;2H-3,1-BENZOXAZINE-2,4(1H)-DIONE, 6-NITRO-;6-Nitroisatoic anhydride;6-nitro-1H-3,1-benzoxazine-2,4-dione;5-Nitroisatoic anhydride, tech.;6-Nitro-2H-3,1-benzoxazine-2,4(1H)-dione;6-Nitro-isatoic anhydride;6-nitro-1-H-benzo[d][1,3]oxazine-2,4-dione;EINECS 225-151-1;MFCD00023891;NSC 73615;NSC-73615;BRN 0219188;5-Nitro-isatoicanhydride;6-Nitro IA;NCIOpen2_003931;SCHEMBL870661;6-nitro-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione;E3HJ2SF662;DTXSID7063558;WWUBAHSWMPFIQZ-UHFFFAOYSA-;6-Nitro-2H-3,4(1H)-dione;NSC73615;2H-3,4(1H)-dione, 6-nitro-;AKOS003620666;CS-W015232;AC-19357;AS-39072;LS-41774;6-nitrobenzo[d][1,3]oxazine-2,4-dione;FT-0635396;EN300-385165;2H-3,1-Benzoxazine-2,4(1H)-dione,5-nitro-;4-27-00-03332 (Beilstein Handbook Reference);Z1094719210;4-nitro-8-oxa-10-azabicyclo[4.4.0]deca-2,4,11-triene-7,9-dione;6-nitro-1H-benzo[d][1,3]oxazine-2,4-dione;5-NITRO-ISATOIC ANHYDRIDE

Chemical Property of 5-Nitroisatoic anhydride

Chemical Property:

• Melting Point: 259 °C
• Refractive Index: 1.4900 (estimate)
• Boiling Point: °Cat760mmHg
• PKA: 9.29±0.20(Predicted)
• Flash Point: °C
• PSA: 108.89000
• Density: 1.623g/cm³
• LogP: 0.91270
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 208.01202123
• Heavy Atom Count: 15
• Complexity: 324

Purity/Quality:

98% ^*data from raw suppliers

5-Nitroisatoicanhydride,tech. ^*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-])C(=O)OC(=O)N2

Technology Process of 5-Nitroisatoic anhydride

There total 14 articles about 5-Nitroisatoic anhydride 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: 97.9%

isatoic anhydride (118-48-9) → 6-nitroisatoic anhydride (4693-02-1)

Guidance literature:

With sulfuric acid; nitric acid; at 0 - 10 ℃; for 2h; Temperature;

Reference yield: 96.0%

carbon monoxide (201230-82-2) + 2-iodo-4-nitrophenylamine (6293-83-0) → 6-nitroisatoic anhydride (4693-02-1)

Guidance literature:

With potassium phosphate; oxygen; palladium diacetate; potassium iodide; calcium chloride; copper dichloride; Trimethylacetic acid; In acetonitrile; at 100 ℃; for 96h; under 2280.15 Torr;

DOI:10.1021/jo500417u

Reference yield: 92.0%

phosgene (75-44-5) + 2-amino-5-nitro-benzoic acid (616-79-5) → 6-nitroisatoic anhydride (4693-02-1)

Guidance literature:

In tetrahydrofuran; toluene; at 20 ℃; for 0.5h;

DOI:10.1039/c4cc01134a

upstream raw materials:

isatoic anhydride

5-Bromo-1H-indole-2,3-dione

chromium(lll) acetate

5-nitroisatin

Downstream raw materials:

1-(2-amino-5-nitro-benzoyl)-2,2-dimethyl-aziridine

N-(2-amino-5-nitrobenzoyl)-β-alanine ethyl ester

methylammonium carbonate

2-amino-5-nitro-benzoic acid

Refernces

• 1、 -. "Compound herbicide based on dichloro quinolinic acid". . . Retrieved 2021/11/21.
• 2、 Chen, Xiulei,Zhou, Zhen,Li, Zhong,Xu, Xiaoyong. "Synthesis and nematicidal activities of 1,2,3-benzotriazin-4-one containing 4,5-dihydrothiazole-2-thiol derivatives against Meloidogyne incognita". . p. 194 - 200. Retrieved 2019/09/13.