5-Hydroxy isatoic anhydride

Base Information

• Chemical Name: 5-Hydroxy isatoic anhydride
• CAS No.: 195986-91-5
• Molecular Formula: C8H5 N O4
• Molecular Weight: 179.132
• Hs Code.: 2934999090
• European Community (EC) Number: 672-314-1
• DSSTox Substance ID: DTXSID00374738
• Wikidata: Q82163314
• Mol file: 195986-91-5.mol

Synonyms:5-Hydroxy isatoic anhydride;195986-91-5;6-hydroxy-1h-benzo[d][1,3]oxazine-2,4-dione;5-hydroxyisatoic anhydride;6-hydroxy-1H-3,1-benzoxazine-2,4-dione;6-hydroxy-1-H-benzo[d][1,3]oxazine-2,4-dione;6-HYDROXY-2,4-DIHYDRO-1H-3,1-BENZOXAZINE-2,4-DIONE;5-Hydroxyisatoicanhydride;2H-3,1-BENZOXAZINE-2,4(1H)-DIONE, 6-HYDROXY-;6-hydroxy-2h-3,1-benzoxazine-2,4(1h)-dione;SCHEMBL1668291;DTXSID00374738;JYDXUDOZEQAXBH-UHFFFAOYSA-N;VHA98691;MFCD00798201;AKOS006344949;AB07204;AC-9295;AS-38881;A4297;CS-0149670;FT-0643831;EN300-79806;Q-102094;6-hydroxy-1,2-dihydro-4H-3,1-benzoxazin-2,4-dione;Z1201620590

Chemical Property of 5-Hydroxy isatoic anhydride

Chemical Property:

• Boiling Point: °Cat760mmHg
• PKA: 8.82±0.20(Predicted)
• Flash Point: °C
• PSA: 83.30000
• Density: 1.56g/cm³
• LogP: 0.18690
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 179.02185764
• Heavy Atom Count: 13
• Complexity: 253

Purity/Quality:

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

5-HydroxyIsatoicAnhydride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1O)C(=O)OC(=O)N2

Technology Process of 5-Hydroxy isatoic anhydride

There total 6 articles about 5-Hydroxy 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: 100.0%

bis(trichloromethyl) carbonate (32315-10-9) + 2-amino-5-hydroxybenzoic acid (394-31-0) → 6-hydroxy-1,2-dihydro-4H-3,1-benzoxazin-2,4-dione (195986-91-5)

Guidance literature:

In tetrahydrofuran; at 70 ℃; for 3.5h;

DOI:10.1016/j.tetlet.2014.03.109

Reference yield: 68.0%

→ 6-hydroxy-1,2-dihydro-4H-3,1-benzoxazin-2,4-dione (195986-91-5)

Guidance literature:

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

Reference yield:

phosgene (75-44-5) + 2-amino-5-hydroxybenzoic acid (394-31-0) → 6-hydroxy-1,2-dihydro-4H-3,1-benzoxazin-2,4-dione (195986-91-5)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; toluene;

upstream raw materials:

2-amino-5-hydroxybenzoic acid

chloroformic acid ethyl ester

bis(trichloromethyl) carbonate

phosgene

Downstream raw materials:

2-hydroxy-7,8-dihydro-6H,11H-pyrrolo[2,1-b]quinazolin-11-one

13-methyl-6,8,13,13a-tetrahydro-5H-isoquinolino[1,2-b]quinazolin-10-yl(3-methoxyphenyl) carbamate

13-methyl-6,8,13,13a-tetrahydro-5H-isoquinolino[1,2-b]quinazolin-10-yl o-tolylcarbamate

13-methyl-6,8,13,13a-tetrahydro-5H-isoquinolino[1,2-b]quinazolin-10-yl(4-isopropylphenyl) carbamate

Refernces

• 1、 -. "SUBSTITUTED BENZOTRIAZINONE METABOLITES OF A GPR139 AGONIST". Paragraph 0187. . Retrieved 2021/11/13.
• 2、 Jentsch, Nicholas G.,Hume, Jared D.,Crull, Emily B.,Beauti, Samer M.,Pham, Amy H.,Pigza, Julie A.,Kessl, Jacques J.,Donahue, Matthew G.. "Quinolines from the cyclocondensation of isatoic anhydride with ethyl acetoacetate: Preparation of ethyl 4-hydroxy-2-methylquinoline-3-carboxylate and derivatives". . p. 2529 - 2536. Retrieved 2018/10/21.