(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine

Base Information

• Chemical Name: (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine
• CAS No.: 17413-10-4
• Molecular Formula: C9H11 N O2
• Molecular Weight: 165.192
• Hs Code.: 2932999099
• European Community (EC) Number: 241-440-5
• DSSTox Substance ID: DTXSID80169765
• Nikkaji Number: J287.043F
• Wikidata: Q83039508
• ChEMBL ID: CHEMBL4579007
• Mol file: 17413-10-4.mol

Synonyms:17413-10-4;(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine;2,3-Dihydro-1,4-benzodioxin-6-ylmethylamine;2,3-dihydro-1,4-benzodioxin-6-ylmethanamine;6-(Aminomethyl)-1,4-benzodioxane;3,4-Ethylenedioxybenzylamine;2,3-Dihydro-1,4-benzodioxin-6-methylamine;1-(2,3-dihydro-1,4-benzodioxin-6-yl)methanamine;EINECS 241-440-5;MFCD02677684;(2,3-dihydro-1,4-benzodioxin-6-yl)methanamine;(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amine;1,4-benzodioxin-6-methanamine, 2,3-dihydro-;SDCCGMLS-0065912.P001;1,4-Benzodioxin-6-methanamine,2,3-dihydro-;SCHEMBL110634;CHEMBL4579007;DTXSID80169765;BBL100295;STL553869;AKOS000116879;CS-W006229;DS-2328;FS-2665;AM803343;SY035067;2,3-Dihydro-1,4-benzodioxin-6-methanamine;6-aminomethyl-2,3-dihydro-1,4-benzodioxin;FT-0609631;EN300-34192;AB00981390-01;C-(2,3-dihydrobenzo[1,4]dioxin-6-yl)-methylamine;W-206062;(2,3-dihydrobenzo[b][1,4-]dioxin-6-yl)methylamine;C-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-methylamine;2,3-dihydro-1,4-benzodioxin-6-ylmethylamine, AldrichCPR

Chemical Property of (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine

Chemical Property:

• Vapor Pressure: 0.0033mmHg at 25°C
• Boiling Point: 282.7°Cat760mmHg
• PKA: 9.31±0.29(Predicted)
• Flash Point: 135.5°C
• PSA: 44.48000
• Density: 1.194g/cm³
• LogP: 1.61680
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 152

Purity/Quality:

98%,99%, ^*data from raw suppliers

(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 34-41
• Safety Statements: 26-36/37/39-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC2=C(O1)C=CC(=C2)CN

Technology Process of (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine

There total 5 articles about (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine 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: 87.0%

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde (29668-44-8) → 2,3-dihydro-1,4-benzodioxin-6-ylmethylamine (17413-10-4)

Guidance literature:

With nickel(II) tetrafluoroborate hexahydrate; ammonia; hydrogen; bis(2-diphenylphosphinoethyl)phenylphosphine; In 2,2,2-trifluoroethanol; at 100 ℃; for 24h; chemoselective reaction;

DOI:10.1039/d0sc01084g

Reference yield:

2,3-dihydrobenzo[b][1,4]dioxin-6-carbaldoxime (31127-39-6) → 2,3-dihydro-1,4-benzodioxin-6-ylmethylamine (17413-10-4)

Guidance literature:

With hydrogen; palladium(II) hydroxide; In ethanol; at 30 - 60 ℃; for 6h;

Reference yield:

3,4-dihydro-2H-7-bromochromene (941710-30-1) → 2,3-dihydro-1,4-benzodioxin-6-ylmethylamine (17413-10-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran / -70 °C

1.2: -60 °C

2.1: hydroxylamine hydrochloride; sodium hydroxide / ethanol; water / 2 h / 60 °C

3.1: palladium(II) hydroxide; hydrogen / ethanol / 6 h / 30 - 60 °C

With n-butyllithium; hydroxylamine hydrochloride; hydrogen; palladium(II) hydroxide; sodium hydroxide; In tetrahydrofuran; ethanol; water;

upstream raw materials:

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

2,3-dihydrobenzo[b][1,4]dioxin-6-carbaldoxime

3,4-dihydro-2H-7-bromochromene

3,4-Dihydro-2H-benzopyran-7-carbaldehyde

Downstream raw materials:

(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methanamine hydrochloride

(S)-1-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methyl)-3-(2-methoxyphenyl)pyrrolidine

2,6-dichloro-N-[(2,3-dihydro-1,4-benzodioxin-6-yl)methyl]benzamide

Refernces

• 1、 -. "Oxygen-containing benzo-cycloaliphatic amine compounds". Paragraph 1180; 1181; 1182. . Retrieved 2018/06/16.
• 2、 -. "NOVEL PYRAZOLO [3, 4 -D] PYRIMIDINE DERIVATIVES AS ANTI-CANCER AGENTS". Page/Page column 34. . Retrieved 2010/12/29.