5-Methylisatoic anhydride

Base Information

• Chemical Name: 5-Methylisatoic anhydride
• CAS No.: 4692-99-3
• Molecular Formula: C9H7 N O3
• Molecular Weight: 177.159
• Hs Code.: 2934999090
• European Community (EC) Number: 676-117-1
• NSC Number: 163034
• DSSTox Substance ID: DTXSID80963700
• Nikkaji Number: J274.588G
• Wikidata: Q82945587
• Mol file: 4692-99-3.mol

Synonyms:5-Methylisatoic anhydride;4692-99-3;6-methyl-1h-benzo[d][1,3]oxazine-2,4-dione;6-methyl-1H-3,1-benzoxazine-2,4-dione;6-methyl-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione;6-methyl-2H-3,1-benzoxazine-2,4(1H)-dione;NSC163034;5-Methyl-isatoic Anhydride;2H-3,1-Benzoxazine-2,4(1H)-dione, 6-methyl-;5-methylisatoic acid anhydride;SCHEMBL1202291;DTXSID80963700;IIXZSGIPOINDJO-UHFFFAOYSA-N;MFCD06809783;STK895253;AKOS000271183;FS-2255;NSC-163034;AC-14654;6-methylbenzo[d][1,3]oxazine-2,4-dione;A7254;CS-0061349;FT-0635395;EN300-76966;2-Hydroxy-6-methyl-4H-3,1-benzoxazin-4-one;6-methyl-2H-3,1-bezoxazine-2,4(1H)-dione;6-methyl-4H-3,1-benzoxazine-2,4(1H)-dione;Q-102109;F1943-0040;Z111834306

Chemical Property of 5-Methylisatoic anhydride

Chemical Property:

• Melting Point: 255-258 °C (decomp)(Solv: 1,4-dioxane (123-91-1); acetic acid (64-19-7))
• Boiling Point: °Cat760mmHg
• PKA: 11.10±0.20(Predicted)
• Flash Point: °C
• PSA: 118.13000
• Density: 1.335 g/cm³
• LogP: 2.44880
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 177.042593085
• Heavy Atom Count: 13
• Complexity: 251

Purity/Quality:

98%,99%, ^*data from raw suppliers

6-Methyl-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38-36
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)NC(=O)OC2=O
• Uses: 6-methyl-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione is a useful chemical for research.

Technology Process of 5-Methylisatoic anhydride

There total 17 articles about 5-Methylisatoic 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: 99.0%

2-Amino-5-methylbenzoic acid (2941-78-8) + bis(trichloromethyl) carbonate (32315-10-9) → 6-methyl-1H-benzo[d][1,3]oxazine-2,4-dione (4692-99-3)

Guidance literature:

In tetrahydrofuran; at 0 ℃; for 5h; Inert atmosphere; Large scale;

Reference yield: 95.0%

5-methyl-indole-2,3-dione (608-05-9) → 6-methyl-1H-benzo[d][1,3]oxazine-2,4-dione (4692-99-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃; for 2h;

Reference yield: 94.0%

2-Amino-5-methylbenzoic acid (2941-78-8) + carbon monoxide (201230-82-2) → 6-methyl-1H-benzo[d][1,3]oxazine-2,4-dione (4692-99-3)

Guidance literature:

With oxygen; copper diacetate; palladium diacetate; potassium iodide; In acetonitrile; at 60 ℃; for 4h; under 760.051 Torr;

DOI:10.1021/jo500417u

upstream raw materials:

5-methyl-indole-2,3-dione

phosgene

2-Amino-5-methylbenzoic acid

chloroformic acid ethyl ester

Downstream raw materials:

2-amino-5-methylbenzoic acid methyl ester

2-amino-5-methyl-N-phenylbenzamide

2-amino-5-methyl-N-thiazol-2-yl-benzamide

C₁₃H₂₀N₄O₂

Refernces

• 1、 Liu, Qingqing,Zhang, Bin,Wang, Yuanjiang,Wang, Xinyi,Gou, Shaohua. "Discovery of phthalazino[1,2-b]-quinazolinone derivatives as multi-target HDAC inhibitors for the treatment of hepatocellular carcinoma via activating the p53 signal pathway". . . Retrieved 2021/12/30.
• 2、 Cui, Menghan,Kuang, Chunxiang,Li, Yuanyuan,Liu, Wei,Wang, Rong,Yang, Qing,Zhang, Shengnan. "Synthesis of novel tryptanthrin derivatives as dual inhibitors of indoleamine 2,3-dioxygenase 1 and tryptophan 2,3-dioxygenase". supporting information. . Retrieved 2020/04/10.