2,3-Dihydro-1,4-benzodioxin-6-amine

Base Information

• Chemical Name: 2,3-Dihydro-1,4-benzodioxin-6-amine
• CAS No.: 22013-33-8
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• Hs Code.: 29329995
• European Community (EC) Number: 244-718-4
• DSSTox Substance ID: DTXSID50176461
• Nikkaji Number: J208.496A
• Wikidata: Q72445384
• Mol file: 22013-33-8.mol

Synonyms:22013-33-8;1,4-Benzodioxan-6-amine;2,3-Dihydro-1,4-benzodioxin-6-amine;3,4-Ethylenedioxyaniline;2,3-Dihydrobenzo[b][1,4]dioxin-6-amine;6-Amino-1,4-benzodioxane;6-Amino-1,4-benzodioxan;1,4-Benzodioxin-6-amine, 2,3-dihydro-;1,4-Benzodioxan-6-ylamine;(3,4-Ethylenedioxy)aniline;MFCD00006824;3,4-ethylendioxyaniline;1,4 Benzodioxan-6-amine;1,4-benzodioxane-6-amine;Oprea1_691270;SCHEMBL159592;DTXSID50176461;EINECS 244-718-4;STL168977;1,4-Benzodioxan-6-amine, >=98%;AKOS000112549;6-amino-2,3-dihydrobenzo[1,4]dioxin;AC-9464;AM61396;CS-W001112;SDCCGMLS-0066218.P001;2,3-dihydrobenzo[1,4]dioxin-6-ylamine;2,3-dihydrobenzo[b]1,4-dioxin-6-amine;6-amino-2,3-dihydro-benzo[1,4]dioxine;AS-15767;2,3-Dihydro-1,4-benzodioxin-6-amine #;2,3-dihydro-benzo[1,4]dioxin-6-ylamine;BB 0221252;E0385;FT-0606771;EN300-33892;F2190-0470

Chemical Property of 2,3-Dihydro-1,4-benzodioxin-6-amine

Chemical Property:

• Appearance/Colour: brown to black viscous liquid after melting
• Vapor Pressure: 0.0017mmHg at 25°C
• Melting Point: 29-31 °C(lit.)
• Refractive Index: n20/D 1.599(lit.)
• Boiling Point: 293.7 °C at 760 mmHg
• PKA: 4.83±0.20(Predicted)
• Flash Point: 143.1 °C
• PSA: 44.48000
• Density: 1.253 g/cm³
• LogP: 1.62120
• Storage Temp.: Store below +30°C.
• Sensitive.: Light Sensitive
• Water Solubility.: insoluble
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 140

Purity/Quality:

99% ^*data from raw suppliers

3,4-Ethylenedioxyaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-38
• Safety Statements: 26-37/39-36/37-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC2=C(O1)C=CC(=C2)N
• Uses: 3,4-Ethylenedioxyaniline is a probe fragment screened to identify its ability to induce a conformation in HIV-1 transactivation response element (TAR) RNA in efforts to develop TAR-binding antiviral d rugs. 1,4-Benzodioxan-6-amine was used in the synthesis of N-(2-hydroxy-ethyl)-2,3-didehydroazapodophyllotoxins having anti-tumor activity and dioxanoacridinones.

Technology Process of 2,3-Dihydro-1,4-benzodioxin-6-amine

There total 9 articles about 2,3-Dihydro-1,4-benzodioxin-6-amine 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: 95.0%

6-nitro-2,3-dihydrobenzo[b][1,4]dioxine (16498-20-7) → 6-amino-3,4-benzodioxane (22013-33-8)

Guidance literature:

With maghemite-palladium nanocomposite; hydrogen; In ethanol; ethyl acetate; at 30 ℃; for 0.0125h;

DOI:10.1039/c5cy00956a

Reference yield: 90.0%

7-nitro-2,3-dihydro-1,4-benzodioxin-6-amine (62140-78-7) → 6-amino-3,4-benzodioxane (22013-33-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 24h; Further Variations:; Reagents; Solvents; Temperatures; Catalysts; reaction times; Product distribution;

DOI:10.1016/S0040-4020(02)00500-8

Reference yield: 78.0%

benzo-1,4-dioxane (493-09-4) → bis(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)amine + 6-amino-3,4-benzodioxane (22013-33-8)

Guidance literature:

With 2-nitropropane; phosphoric acid; at 110 ℃;

DOI:10.1039/c5ra17668a

upstream raw materials:

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

benzo-1,4-dioxane

N-<3-(2-Hydroxyethoxy)phenyl>hydroxylamine

7-nitro-2,3-dihydro-1,4-benzodioxin-6-amine

Downstream raw materials:

2-(2,3-dihydro-benzo[1,4]dioxin-6-ylamino)-4-nitro-benzoic acid

(2,3-dihydro-benzo[1,4]dioxin-6-yl)-(2,4-dinitro-phenyl)-amine

3-chloro-propionic acid-(2,3-dihydro-benzo[1,4]dioxin-6-ylamide)

dihydrobenzo[1,4]dioxin-6-ol

Refernces

• 1、 Rathi, Anuj K.,Gawande, Manoj B.,Ranc, Vaclav,Pechousek, Jiri,Petr, Martin,Cepe, Klara,Varma, Rajender S.,Zboril, Radek. "Continuous flow hydrogenation of nitroarenes, azides and alkenes using maghemite-Pd nanocomposites". . p. 152 - 160. Retrieved 2015/12/31.
• 2、 -. "Benzodioxane group containing hole-transport material, preparation method therefor and application of hole-transport material". Paragraph 0078; 0079. . Retrieved 2016/10/10.