2,3-Dihydro-1,4-benzodioxine-5-carboxamide

Base Information

• Chemical Name: 2,3-Dihydro-1,4-benzodioxine-5-carboxamide
• CAS No.: 349550-81-8
• Molecular Formula: C₉H₉NO₃
• Molecular Weight: 179.175
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID10381574
• Wikidata: Q27456092
• ChEMBL ID: CHEMBL3775768
• Mol file: 349550-81-8.mol

Synonyms:2,3-dihydro-1,4-benzodioxine-5-carboxamide;349550-81-8;2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxamide;5WY;Maybridge3_004369;SCHEMBL1520075;CHEMBL3775768;DTXSID10381574;HMS1443G13;ZNA55081;CCG-52791;MFCD03659722;AKOS009158736;PS-4431;SDCCGMLS-0066169.P001;IDI1_015756;CS-0197175;FT-0609634;2-Oxazolidinone,4-(diphenylmethyl)-, (4R)-;E78464;A874813;SR-01000642001-1;Q27456092

Chemical Property of 2,3-Dihydro-1,4-benzodioxine-5-carboxamide

Chemical Property:

• Vapor Pressure: 0.00211mmHg at 25°C
• Melting Point: 130-132oC
• Boiling Point: 290.1oC at 760 mmHg
• Flash Point: 147.5oC
• PSA: 61.55000
• Density: 1.307g/cm3
• LogP: 1.25700
• Storage Temp.: 2-8°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 179.058243149
• Heavy Atom Count: 13
• Complexity: 207

Purity/Quality:

99% ^*data from raw suppliers

2,3-Dihydro-1,4-benzodioxine-5-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC2=C(C=CC=C2O1)C(=O)N

Technology Process of 2,3-Dihydro-1,4-benzodioxine-5-carboxamide

There total 5 articles about 2,3-Dihydro-1,4-benzodioxine-5-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:

2,3-dihydro-1,4-benzodioxine-5-carboxylic acid (4442-53-9) → 2,3-dihydrobenzo[b][1,4]dioxine-5-carboxamide (349550-81-8)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride

2: benzene; aqueous ammonia

With ammonium hydroxide; thionyl chloride; benzene;

DOI:10.1021/jo01162a005

Reference yield:

2,3-Dihydroxybenzoic acid (303-38-8) → 2,3-dihydrobenzo[b][1,4]dioxine-5-carboxamide (349550-81-8)

Guidance literature:

Multi-step reaction with 3 steps

1: aq.-ethanolic KOH-solution / unter Ausschluss von Sauerstoff

2: thionyl chloride

3: benzene; aqueous ammonia

With potassium hydroxide; ammonium hydroxide; thionyl chloride; benzene;

DOI:10.1021/jo01162a005

Reference yield:

methyl-2,3-dihydroxybenzoate (2411-83-8) → 2,3-dihydrobenzo[b][1,4]dioxine-5-carboxamide (349550-81-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / Reflux

2.1: lithium hydroxide / water / 20 °C

3.1: isobutyl chloroformate; 4-methyl-morpholine / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere

With 4-methyl-morpholine; potassium carbonate; lithium hydroxide; isobutyl chloroformate; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bioorg.2020.104075

upstream raw materials:

2,3-dihydrobenzo-[b]-1,4-dioxine-5-carbonyl chloride

2,3-dihydro-1,4-benzodioxine-5-carboxylic acid

2,3-Dihydroxybenzoic acid

methyl-2,3-dihydroxybenzoate

Downstream raw materials:

2,3-dihydro-benzo[1,4]dioxin-5-carbonitrile

Refernces