N-methyl-2,3-dihydro-1,4-benzodioxine-2-carboxamide

Base Information

• Chemical Name: N-methyl-2,3-dihydro-1,4-benzodioxine-2-carboxamide
• CAS No.: 21398-80-1
• Molecular Formula: C10H11NO3
• Molecular Weight: 193.1992
• NSC Number: 36579
• DSSTox Substance ID: DTXSID10284293,DTXSID50966748
• Mol file: 21398-80-1.mol

Synonyms:21398-80-1;N-methyl-2,3-dihydro-1,4-benzodioxine-2-carboxamide;2-(N-methylcarbamoyl)-2,3-dihydro-1,4-benzodioxin;N-methyl-2,3-dihydro-1,4-benzodioxine-3-carboxamide;1,4-benzodioxin-2-carboxamide, 2,3-dihydro-n-methyl-;5237-71-8;N-Methyl-2,3-dihydrobenzo[b][1,4]dioxine-2-carboxamide;NSC36579;Oprea1_583620;Oprea1_778368;SCHEMBL13923633;DTXSID10284293;DTXSID50966748;WAA39880;NSC-36579;STK867058;AKOS000545183;AKOS017262625;SDCCGMLS-0064527.P001;BS-32135;CS-0206692;E74170;Z32016126;N-Methyl-2,3-dihydro-1,4-benzodioxine-2-carboximidic acid

Chemical Property of N-methyl-2,3-dihydro-1,4-benzodioxine-2-carboxamide

Chemical Property:

• Vapor Pressure: 2.11E-06mmHg at 25°C
• Refractive Index: 1.541
• Boiling Point: 393.6°Cat760mmHg
• Flash Point: 191.8°C
• Density: 1.219g/cm³
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 193.07389321
• Heavy Atom Count: 14
• Complexity: 219

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC(=O)C1COC2=CC=CC=C2O1

Technology Process of N-methyl-2,3-dihydro-1,4-benzodioxine-2-carboxamide

There total 4 articles about N-methyl-2,3-dihydro-1,4-benzodioxine-2-carboxamide 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: 75.0%

ethyl 2,3-dihydro-1,4-benzodioxin-2-carboxylate (4739-94-0) + methylamine (74-89-5) → N-methyl-2,3-dihydrobenzo[b][1,4]dioxine-2-carboxamide (21398-80-1)

Guidance literature:

In water; toluene; at 35 ℃; for 40h;

DOI:10.1016/S0223-5234(00)00164-1

Reference yield:

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → N-methyl-2,3-dihydrobenzo[b][1,4]dioxine-2-carboxamide (21398-80-1)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate; acetone

2: ethanol; water

With ethanol; water; potassium carbonate; acetone;

DOI:10.1021/ja01625a050

Reference yield:

1,4-benzodioxan-2-carbonyl chloride (3663-81-8) + methylamine (74-89-5) → N-methyl-2,3-dihydrobenzo[b][1,4]dioxine-2-carboxamide (21398-80-1)

Guidance literature:

With potassium carbonate; In dichloromethane; water; at 30 ℃;

DOI:10.1002/anie.201706963

upstream raw materials:

ethyl 2,3-dihydro-1,4-benzodioxin-2-carboxylate

methylamine

benzene-1,2-diol

1,4-benzodioxan-2-carbonyl chloride

Downstream raw materials:

N-Methyl-N-(2-hydroxyethyl)(2,3-dihydro-1,4-benzodioxin-2-yl)methanamine

2-(N-methylaminomethyl)-2,3-dihydro-1,4-benzodioxin

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