4-Nitro-isatoic anhydride

Base Information

• Chemical Name: 4-Nitro-isatoic anhydride
• CAS No.: 63480-10-4
• Molecular Formula: C8H4 N2 O5
• Molecular Weight: 208.13
• Hs Code.: 2934999090
• European Community (EC) Number: 672-339-8
• NSC Number: 135175
• DSSTox Substance ID: DTXSID40300172
• Wikidata: Q72494889
• Mol file: 63480-10-4.mol

Synonyms:63480-10-4;4-nitroisatoic anhydride;4-Nitro-isatoic anhydride;7-Nitro-1H-benzo[d][1,3]oxazine-2,4-dione;7-nitro-1H-3,1-benzoxazine-2,4-dione;2H-3,1-Benzoxazine-2,4(1H)-dione, 7-nitro-;7-nitro-1H-3,1-benzoxazine-2,4-dion;MFCD00798220;7-nitro-2h-3,1-benzoxazine-2,4(1h)-dione;2H-3,1-Benzoxazine-2,4(1H)-dione,7-nitro-;NSC135175;7-nitro-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione;SCHEMBL2062395;DTXSID40300172;KCNIWFFVWBXWAV-UHFFFAOYSA-N;AKOS005146429;AC-6488;CS-W023087;NSC-135175;AS-18464;SY022035;A8739;AM20040922;FT-0640892;FT-0651444;7-nitro-1H-benzo[d][1.3]oxazine-2,4-dione;EN300-6739739;Q-102093

Chemical Property of 4-Nitro-isatoic anhydride

Chemical Property:

• PSA: 108.89000
• Density: 1.623 g/cm³
• LogP: 0.91270
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• 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%min ^*data from raw suppliers

4-NitroisatoicAnhydride ^*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(=O)OC2=O

Technology Process of 4-Nitro-isatoic anhydride

There total 4 articles about 4-Nitro-isatoic 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: 91.0%

bis(trichloromethyl) carbonate (32315-10-9) + 4-Nitroanthranilic acid (619-17-0) → 4-nitroisatoic anhydride (63480-10-4)

Guidance literature:

In tetrahydrofuran; at 70 ℃; for 12h;

DOI:10.3762/bjoc.14.229

Reference yield: 90.0%

1,1'-carbonyldiimidazole (530-62-1) + 4-Nitroanthranilic acid (619-17-0) → 4-nitroisatoic anhydride (63480-10-4)

Guidance literature:

In tetrahydrofuran; at 10 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jm100677s

Reference yield: 75.0%

→ 4-nitroisatoic anhydride (63480-10-4)

Guidance literature:

With cetyltrimethylammonim bromide; triphenylphosphine; In acetonitrile; at 60 ℃; for 24h; under 760.051 Torr;

upstream raw materials:

bis(trichloromethyl) carbonate

4-Nitroanthranilic acid

1,1'-carbonyldiimidazole

Downstream raw materials:

3-(methylthio)-1-phenyl-1H-indazol-6-amine

4-(3-methylsulfanyl-1-phenyl-1H-indazol-6-ylcarbamoyl)piperidine-1-carboxylicacid tert-butyl ester

N-(3-(methylthio)-1-phenyl-1H-indazol-6-yl)piperidine-4-carboxamide hydrochloride

6-nitro-1-phenyl-2,3-dihydro-1H-indazol-3-one

Refernces

• 1、 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.
• 2、 -. "Amino evodiamine polymer micelle as well as preparation method and application thereof". Paragraph 0017-0018. . Retrieved 2020/10/04.