2,3-Dihydro-1,4-benzodioxine-6-carboxamide

Base Information

• Chemical Name: 2,3-Dihydro-1,4-benzodioxine-6-carboxamide
• CAS No.: 299169-62-3
• Molecular Formula: C9H9NO3
• Molecular Weight: 179.17
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID40349748
• Wikidata: Q82125189
• ChEMBL ID: CHEMBL1366476
• Mol file: 299169-62-3.mol

Synonyms:299169-62-3;2,3-dihydro-1,4-benzodioxine-6-carboxamide;2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide;2,3-dihydro-1,4-benzodioxine -6-carboxamide;Oprea1_338984;MLS000038291;SCHEMBL624490;CHEMBL1366476;DTXSID40349748;HZHZDULNPYDZAQ-UHFFFAOYSA-N;HMS2186A11;ZLA16962;MFCD00462966;STK727066;AKOS000299479;BS-27953;SMR000040347;2,3-dihydro-1,4-Benzodioxin-6-carboxamide;BB 0244305;CS-0213265;FT-0765770;EN300-60928;A898332;J-507006;Z33547100;2,3-Dihydro-benzo[1,4]dioxine-6-carboxylic acid amide;2,3-Dihydro-benzo[1,4]dioxine-6-carboxylic acid amide

Chemical Property of 2,3-Dihydro-1,4-benzodioxine-6-carboxamide

Chemical Property:

• PSA: 62.54000
• LogP: 1.44090
• Storage Temp.: 2-8°C
• XLogP3: -0.3
• 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:

97% ^*data from raw suppliers

2,3-Dihydro-1,4-benzodioxine-6-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC2=C(O1)C=CC(=C2)C(=O)N
• Uses: 2,3-Dihydro-1,4-benzodioxine-6-carboxamide

Technology Process of 2,3-Dihydro-1,4-benzodioxine-6-carboxamide

There total 3 articles about 2,3-Dihydro-1,4-benzodioxine-6-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: 74.0%

2,3-dihydrobenzo[b][1,4]dioxine-6-carbonitrile (19102-07-9) → 2H,3H-benzo[e]1,4-dioxane-6-carboxamide (299169-62-3)

Guidance literature:

2,3-dihydrobenzo[b][1,4]dioxine-6-carbonitrile; With sulfuric acid; trifluoroacetic acid; for 5h; Reflux;

With water; Cooling with ice;

DOI:10.1134/S1070428018030065

Reference yield:

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde (29668-44-8) → 2H,3H-benzo[e]1,4-dioxane-6-carboxamide (299169-62-3)

Guidance literature:

With potassium permanganate; In ammonium hydroxide; thionyl chloride; dichloromethane; water;

Reference yield:

6-bromo-1,4-benzodioxane (52287-51-1) → 2H,3H-benzo[e]1,4-dioxane-6-carboxamide (299169-62-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N,N-dimethyl-formamide / 12 h / 153 °C

2.1: trifluoroacetic acid; sulfuric acid / 5 h / Reflux

2.2: Cooling with ice

With sulfuric acid; trifluoroacetic acid; In N,N-dimethyl-formamide; 1.1: |Rosenmund-van Braun Cyanation;

DOI:10.1134/S1070428018030065

upstream raw materials:

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde

6-bromo-1,4-benzodioxane

2,3-dihydrobenzo[b][1,4]dioxine-6-carbonitrile