N-Ethyl-1,3-benzodioxol-5-amine

Base Information

• Chemical Name: N-Ethyl-1,3-benzodioxol-5-amine
• CAS No.: 32953-14-3
• Deprecated CAS: 81329-91-1
• Molecular Formula: C9H11 N O2
• Molecular Weight: 165.192
• Hs Code.: 2932999099
• European Community (EC) Number: 251-302-6
• DSSTox Substance ID: DTXSID3067732
• Nikkaji Number: J70.936K
• Wikidata: Q72475864
• Mol file: 32953-14-3.mol

Synonyms:32953-14-3;N-Ethyl-1,3-benzodioxol-5-amine;N-Ethyl-3,4-(methylenedioxy)aniline;N-ethylbenzo[d][1,3]dioxol-5-amine;3,4-Methylenedioxy-N-ethylaniline;N-Ethyl-3,4-methylenedioxyaniline;1,3-Benzodioxol-5-amine, N-ethyl-;N-Ethylbenzo-1,3-dioxol-5-amine;EINECS 251-302-6;N-Ethyl-3.4-(methylenedioxy)aniline;N-ethyl-2H-1,3-benzodioxol-5-amine;SCHEMBL632474;5-Ethylamino-1,3-benzodioxole;DTXSID3067732;FPKGTVXPIULTIP-UHFFFAOYSA-;AMY3385;5-(Ethylamino)-1,3-benzodioxole;3,4-methylenedioxyphenyl-ethylamine;STR05174;N-Ethyl-3,4-methylenedioxy aniline;BBL027763;MFCD00009743;STL373424;N-Ethyl-1,3-benzodioxol-5-amine #;AKOS000245041;3,4-METHYLENEDIOXY-N-ETHYL ANILINE;FT-0639069;M0948;D91410;A821529;W-106801

Chemical Property of N-Ethyl-1,3-benzodioxol-5-amine

Chemical Property:

• Appearance/Colour: clear colorless to yellowish viscous liquid
• Vapor Pressure: 0.024mmHg at 25°C
• Refractive Index: 1.568-1.57
• Boiling Point: 101-103 ºC (1 mmHg)
• Flash Point: 110 ºC
• PSA: 30.49000
• Density: 1,17 g/cm³
• LogP: 1.92010
• Storage Temp.: 2-8°C
• Water Solubility.: slightly miscible
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 152

Purity/Quality:

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

N-Ethyl-1,3-benzodioxol-5-amine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCNC1=CC2=C(C=C1)OCO2

Technology Process of N-Ethyl-1,3-benzodioxol-5-amine

There total 4 articles about N-Ethyl-1,3-benzodioxol-5-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: 99.0%

ethanol (64-17-5) + benzo[1,3]dioxolo-5-ylamine (14268-66-7) → N-ethyl-3,4-(methylenedioxy)aniline (32953-14-3)

Guidance literature:

With cesiumhydroxide monohydrate; (1,4-dimethyl-5,7-diphenyl-1,2,3,4-tetrahydro-6H-cyclopenta[b]pyrazin-6-one) irontricarbonyl complex3; at 110 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.8b02080

Reference yield: 73.0%

→ N-ethyl-3,4-(methylenedioxy)aniline (32953-14-3)

Guidance literature:

Reference yield:

benzo[1,3]dioxolo-5-ylamine (14268-66-7) → N-ethyl-3,4-(methylenedioxy)aniline (32953-14-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / triethylamine / toluene / 0.5 h / 10 °C

2: 1) KOH, 2) H₂O / 1) acetone, reflux, 10 min, 2) aq. acetone, reflux, 20 min

With potassium hydroxide; water; triethylamine; In toluene;

DOI:10.1002/jhet.5570190639

upstream raw materials:

ethyl bromide

N-Benzo[1,3]dioxol-5-yl-2,2,2-trifluoro-acetamide

benzo[1,3]dioxolo-5-ylamine

ethanol

Downstream raw materials:

Ethyl α-ethoxycarbonyl-β-N-(5-benzodioxolyl)-N-ethylaminoacrylate

ethyl 5-ethyl-5,8-dihydro-8-oxo-1,3-dioxolo<4,5-g>quinoline-7-carboxylate

oxolinic Acid

5-ethyl-8-oxo-5,8-dihydro-[1,3]-dioxolo[4,5-g]quinoline-7-carbonyl chloride

Refernces

• 1、 -. "TETRAHYDROISOQUINOLINES AS ALPHA-2 ANTAGONISTS AND BIOGENIC AMINE UPTAKE INHIBITORS". . . Retrieved 2008/06/13.