2,4-Dioxo-2,4-dihydro-1h-benzo[d][1,3]oxazine-7-carboxylic acid

Base Information

• Chemical Name: 2,4-Dioxo-2,4-dihydro-1h-benzo[d][1,3]oxazine-7-carboxylic acid
• CAS No.: 77423-14-4
• Molecular Formula: C9H5 N O5
• Molecular Weight: 207.142
• Hs Code.: 2934999090
• European Community (EC) Number: 672-431-8
• DSSTox Substance ID: DTXSID00373862
• Wikidata: Q82162229
• Mol file: 77423-14-4.mol

Synonyms:77423-14-4;4-Carboxylic-isatoic anhydride;2,4-dioxo-2,4-dihydro-1h-benzo[d][1,3]oxazine-7-carboxylic acid;4-carboxylicisatoic anhydride;4-carboxylic isatoic anhydride;2,4-dioxo-1H-3,1-benzoxazine-7-carboxylic acid;4-CARBOXYLIC-ISATOICANHYDRIDE;SCHEMBL2383357;DTXSID00373862;2H-3,1-Benzoxazine-7-carboxylic acid, 1,4-dihydro-2,4-dioxo-;CS-D0291;MFCD00798181;AKOS015856055;AS-38674;4-carboxylic-isatoic anhydride, AldrichCPR;FT-0641647;A839093;Q-102089;2,4-dioxo-2,4-dihydro-1H-3,1-benzoxazine-7-carboxylic acid;2,4-dioxo-1,4-dihydro-2h-benzo[d][1,3]oxazine-7-carboxylic acid;2,4-Dioxo-2,4-dihydro-1H-benzo[d][1,3]oxazine-7-carboxylic acid

Chemical Property of 2,4-Dioxo-2,4-dihydro-1h-benzo[d][1,3]oxazine-7-carboxylic acid

Chemical Property:

• Melting Point: 347.0 °C
• PKA: 3.44±0.20(Predicted)
• PSA: 100.37000
• Density: 1.607g/cm³
• LogP: 0.17950
• Storage Temp.: 2-8°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 207.01677226
• Heavy Atom Count: 15
• Complexity: 327

Purity/Quality:

98%min ^*data from raw suppliers

4-Carboxylic-isatoicanhydride ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1C(=O)O)NC(=O)OC2=O

Technology Process of 2,4-Dioxo-2,4-dihydro-1h-benzo[d][1,3]oxazine-7-carboxylic acid

There total 5 articles about 2,4-Dioxo-2,4-dihydro-1h-benzo[d][1,3]oxazine-7-carboxylic acid 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: 97.0%

bis(trichloromethyl) carbonate (32315-10-9) + 3-aminoterephthalic acid (10312-55-7) → 2,4-dioxo-2,4-dihydro-1H-benzo[d][1,3]oxazine-7-carboxylic acid (77423-14-4)

Guidance literature:

In tetrahydrofuran; at 40 - 50 ℃; for 3h;

Reference yield: 72.0%

3-aminoterephthalic acid (10312-55-7) + trichloromethyl chloroformate (503-38-8) → 2,4-dioxo-2,4-dihydro-1H-benzo[d][1,3]oxazine-7-carboxylic acid (77423-14-4)

Guidance literature:

In 1,4-dioxane; for 4h; Reflux; Inert atmosphere;

DOI:10.1002/anie.201201812

Reference yield: 61.0%

→ 2,4-dioxo-2,4-dihydro-1H-benzo[d][1,3]oxazine-7-carboxylic acid (77423-14-4)

Guidance literature:

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

upstream raw materials:

phosgene

3-aminoterephthalic acid

bis(trichloromethyl) carbonate

dimethyl aminoterephthalate

Downstream raw materials:

methyl 3-benzyl-1-methyl-5-oxo-2,3,4,5-tetrahydro-1H-benzo[d][1,3]diazepine-8-carboxylate

3-(benzo[b]thiophene-2-carboxamido)-4-(4-chlorophenylcarbamoyl)benzoic acid

3-(3-chlorobenzo[b]thiophene-2-carboxamido)-4-(3-chlorophenylcarbamoyl)benzoic acid

C₁₈H₁₉ClN₂O₃

Refernces

• 1、 -. "SUBSTITUTED 1,1'-BIPHENYL COMPOUNDS AND METHODS USING SAME". Page/Page column 335-336. . Retrieved 2021/08/13.
• 2、 -. "COMPOUNDS AND METHODS FOR MODULATING RNA FUNCTION". Paragraph 00391; 00392. . Retrieved 2018/02/28.