2-(1,3-Benzodioxol-5-ylamino)ethanol

Base Information

• Chemical Name: 2-(1,3-Benzodioxol-5-ylamino)ethanol
• CAS No.: 81329-90-0
• Molecular Formula: C9H11 N O3
• Molecular Weight: 181.191
• European Community (EC) Number: 617-218-2
• DSSTox Substance ID: DTXSID00869199
• Nikkaji Number: J365.414A
• Wikidata: Q72484122
• Mol file: 81329-90-0.mol

Synonyms:81329-90-0;2-(1,3-benzodioxol-5-ylamino)ethanol;2-(Benzo[d][1,3]dioxol-5-ylamino)ethanol;2- (1, 3- benzodioxol- 5- ylamino)ethanol hydrochloride;SCHEMBL34000;DTXSID00869199;MFCD11154445;AKOS000258769;hydroxyethyl-3,4-methylenedioxyaniline;2-[(1,3-Benzodioxol-5-yl)amino]ethanol;CS-0358804;N-(3,4-Methylenedioxyphenyl)-2-aminoethanol;2-(Benzo[d][1,3]dioxol-5-ylamino)ethan-1-ol;2-[(2H-1,3-Benzodioxol-5-yl)amino]ethan-1-ol

Chemical Property of 2-(1,3-Benzodioxol-5-ylamino)ethanol

Chemical Property:

• Melting Point: 53-54 °C
• Boiling Point: 363.1±42.0 °C(Predicted)
• PKA: 14.68±0.10(Predicted)
• PSA: 50.72000
• Density: 1.351±0.06 g/cm3(Predicted)
• LogP: 1.69450
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 181.07389321
• Heavy Atom Count: 13
• Complexity: 165

Purity/Quality:

97% ^*data from raw suppliers

2-(Benzo[d][1,3]dioxol-5-ylamino)ethanol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1OC2=C(O1)C=C(C=C2)NCCO

Technology Process of 2-(1,3-Benzodioxol-5-ylamino)ethanol

There total 8 articles about 2-(1,3-Benzodioxol-5-ylamino)ethanol 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: 70.0%

5-chloro-1,3-benzodioxole (7228-38-8) + ethanolamine (141-43-5) → 4-(2,hydroxyethyl)amino-1,2-methylenedioxybenzene (81329-90-0)

Guidance literature:

With potassium phosphate; copper(l) iodide; N¹,N²-bis(2,4,6-trimethoxyphenyl)oxalamide; In dimethyl sulfoxide; at 120 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.5b08411

Reference yield: 70.0%

→ 4-(2,hydroxyethyl)amino-1,2-methylenedioxybenzene (81329-90-0)

Guidance literature:

With potassium phosphate; copper(l) iodide; N¹,N²-bis(2,4,6-trimethoxyphenyl)oxalamide; In dimethyl sulfoxide; at 120 ℃; for 24h; Inert atmosphere; Schlenk technique;

Reference yield: 61.0%

benzo[1,3]dioxolo-5-ylamine (14268-66-7) + 2-Chloroethyl chloroformate (627-11-2) → 4-(2,hydroxyethyl)amino-1,2-methylenedioxybenzene (81329-90-0)

Guidance literature:

benzo[1,3]dioxolo-5-ylamine; 2-Chloroethyl chloroformate; With pyridine; In dichloromethane; at 25 ℃; for 2.5h;

With potassium hydroxide; In ethanol; at 90 ℃; for 4h;

DOI:10.1002/jhet.467

upstream raw materials:

benzo[1,3]dioxolo-5-ylamine

2-chloro-ethanol

2-bromoethanol

2-Chloroethyl chloroformate

Downstream raw materials:

5-(2-hydroxyethyl)-9-(3,4,5-trimethoxyphenyl)-6,9-dihydro[1,3]dioxolo[4,5-g]furo[3,4-b]quinolin-8(5H)-one

5-(2-hydroxyethyl)-9-(3-methoxyphenyl)-6,9-dihydro-5H-1,3,7-trioxa-5-aza-dicyclopenta[b,g]naphthalene-8-one

9-(4-hydroxy-3,5-dimethoxyphenyl)-5-(2-hydroxyethyl)-6,9-dihydro[1,3]dioxolo[4,5-g]furo[3,4-b]quinolin-8(5H)-one

C₂₁H₁₉NO₆

Refernces

• 1、 -. "4-AZAPODOPHYLOTOXINS COMPOUNDS". . . Retrieved 2017/09/15.
• 2、 Zhou, Wei,Fan, Mengyang,Yin, Junli,Jiang, Yongwen,Ma, Dawei. "CuI/Oxalic Diamide Catalyzed Coupling Reaction of (Hetero)Aryl Chlorides and Amines". supporting information. p. 11942 - 11945. Retrieved 2015/10/06.