5-Methoxyisatoic anhydride

Base Information

• Chemical Name: 5-Methoxyisatoic anhydride
• CAS No.: 37795-77-0
• Molecular Formula: C9H7NO4
• Molecular Weight: 193.159
• Hs Code.: 2934999090
• NSC Number: 163035
• DSSTox Substance ID: DTXSID80958838
• Nikkaji Number: J2.846.894F
• Wikidata: Q72489175
• Mol file: 37795-77-0.mol

Synonyms:5-Methoxyisatoic anhydride;37795-77-0;6-methoxy-1h-benzo[d][1,3]oxazine-2,4-dione;5-methoxy-isatoic anhydride;6-methoxy-1H-3,1-benzoxazine-2,4-dione;5-methoxy-isatoicanhydride;2H-3,1-Benzoxazine-2,4(1H)-dione, 6-methoxy-;6-methoxy-1-H-benzo[d][1,3]oxazine-2,4-dione;MFCD02179411;6-methoxy-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione;6-Methoxy-1H-benzo(d)(1,3)oxazine-2,4-dione;6-methoxy-2h-3,1-benzoxazine-2,4(1h)-dione;NSC163035;6-methoxy-2H-benzo[d][1,3]oxazine-2,4(1H)-dione;SCHEMBL1318938;DTXSID80958838;5-METHOXY -ISATOIC ANHYDRIDE;AKOS012410357;AC-6498;CS-W002906;GS-6413;NSC-163035;SY022089;A6392;A6442;AM20040325;FT-0639371;FT-0688401;2-Hydroxy-6-methoxy-4H-3,1-benzoxazin-4-one;D85429;6-methoxy-1H-benzo[d][1.3]oxazine-2,4-dione;6-Methoxy-4H-3,1-benzooxazine-2(1H),4-dione;EN300-3511311;6-Methoxy-1H-benzo [d] [1,3]oxazine-2,4-dione;Q-102104

Chemical Property of 5-Methoxyisatoic anhydride

Chemical Property:

• Melting Point: 244-246℃ (decomposition)
• Refractive Index: 1.564
• PKA: 10.45±0.20(Predicted)
• PSA: 72.30000
• Density: 1.376 g/cm³
• LogP: 0.48990
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 193.03750770
• Heavy Atom Count: 14
• Complexity: 266

Purity/Quality:

98% ^*data from raw suppliers

5-Methoxyisatoic anhydride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)NC(=O)OC2=O

Technology Process of 5-Methoxyisatoic anhydride

There total 12 articles about 5-Methoxyisatoic 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: 100.0%

2-Amino-5-methoxybenzoic acid (6705-03-9) → 6-methoxy-2H-3,1-benzoxazine-2,4(1H)-dione (37795-77-0)

Guidance literature:

With bis(trichloromethyl) carbonate; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/acs.jmedchem.5b01135

Reference yield: 98.0%

bis(trichloromethyl) carbonate (32315-10-9) + 2-Amino-5-methoxybenzoic acid (6705-03-9) → 6-methoxy-2H-3,1-benzoxazine-2,4(1H)-dione (37795-77-0)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 18h;

DOI:10.1016/j.ejmech.2015.03.055

Reference yield: 94.0%

phosgene (75-44-5) + 2-Amino-5-methoxybenzoic acid (6705-03-9) → 6-methoxy-2H-3,1-benzoxazine-2,4(1H)-dione (37795-77-0)

Guidance literature:

With hydrogenchloride; at 25 ℃;

DOI:10.1021/jm00010a013

upstream raw materials:

phosgene

2-Amino-5-methoxybenzoic acid

bis(trichloromethyl) carbonate

5-methoxy-2-nitro-benzoic acid

Downstream raw materials:

2-amino-N-(1-benzo[1,3]dioxol-5-ylmethyl-piperidin-4-yl)-5-methoxy-benzamide

Refernces

• 1、 Khalifa, Muhammad M.,Philkhana, Satish Chandra,Golden, Jennifer E.. "Synthesis of Ring-Fused, N-Substituted 4-Quinolinones Using p Ka-Guided, Base-Promoted Annulations with Isatoic Anhydrides: Total Synthesis of Penicinotam". . p. 464 - 481. Retrieved 2019/12/24.
• 2、 -. "NOVEL PIPERIDINE-2,6-DIONE DERIVATIVE AND USE THEREOF". Paragraph 0177-0179. . Retrieved 2020/03/09.