Methyl 3,4-dihydro-2h-benzo[b][1,4]oxazine-5-carboxylate

Base Information

• Chemical Name: Methyl 3,4-dihydro-2h-benzo[b][1,4]oxazine-5-carboxylate
• CAS No.: 121591-81-9
• Molecular Formula: C10H11NO3
• Molecular Weight: 193.201
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID60559549
• Wikidata: Q82442298
• Mol file: 121591-81-9.mol

Synonyms:methyl 3,4-dihydro-2h-benzo[b][1,4]oxazine-5-carboxylate;121591-81-9;METHYL 3,4-DIHYDRO-2H-1,4-BENZOXAZINE-5-CARBOXYLATE;KKPLKAYMSAGGCN-UHFFFAOYSA-N;SCHEMBL984368;DTXSID60559549;WEA59181;MFCD11878403;AKOS016009076;CS-W006366;DS-4387;MB11324;EN300-3516466;A891573;Methyl 3,4-dihydro-2H-benzo[1,4]oxazine-5-carboxylate;methyl3,4-dihydro-2h-benzo[b][1,4]oxazine-5-carboxylate;2H-1,4-Benzoxazine-5-carboxylic acid, 3,4-dihydro-, methyl ester;3,4-dihydro-2H-benzo[1,4]oxazine-5-carboxylic acid methyl ester;Methyl 3 pound not4-dihydro-2H-benzo[b][1 pound not4]oxazine-5-carboxylate

Chemical Property of Methyl 3,4-dihydro-2h-benzo[b][1,4]oxazine-5-carboxylate

Chemical Property:

• PSA: 47.56000
• LogP: 1.41550
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 193.07389321
• Heavy Atom Count: 14
• Complexity: 219

Purity/Quality:

97% ^*data from raw suppliers

Methyl3,4-dihydro-2H-benzo[b][1,4]oxazine-5-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C2C(=CC=C1)OCCN2

Technology Process of Methyl 3,4-dihydro-2h-benzo[b][1,4]oxazine-5-carboxylate

There total 3 articles about Methyl 3,4-dihydro-2h-benzo[b][1,4]oxazine-5-carboxylate 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:

methyl 3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-5-carboxylate (1017273-31-2) → methyl 3,4-dihydro-2H-benzo[b][1,4]oxazine-5-carboxylate (121591-81-9)

Guidance literature:

methyl 3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-5-carboxylate; With boron trifluoride diethyl etherate; In tetrahydrofuran; at 5 ℃; for 0.333333h;

With sodium tetrahydroborate; In tetrahydrofuran; at 5 ℃; for 1.5h;

Reference yield:

2-amino-3-hydroxy-benzoic acid methyl ester (17672-21-8) → methyl 3,4-dihydro-2H-benzo[b][1,4]oxazine-5-carboxylate (121591-81-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

2.1: boron trifluoride diethyl etherate / tetrahydrofuran / 5 °C

2.2: 1.5 h / 5 °C

With boron trifluoride diethyl etherate; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield:

3-hydroxyanthranilic acid (548-93-6) → methyl 3,4-dihydro-2H-benzo[b][1,4]oxazine-5-carboxylate (121591-81-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: methanol; hexane; toluene

2.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

3.1: boron trifluoride diethyl etherate / tetrahydrofuran / 5 °C

3.2: 1.5 h / 5 °C

With boron trifluoride diethyl etherate; potassium carbonate; In tetrahydrofuran; methanol; hexane; N,N-dimethyl-formamide; toluene;

upstream raw materials:

methyl 3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-5-carboxylate

2-amino-3-hydroxy-benzoic acid methyl ester

3-hydroxyanthranilic acid