2-Nitrophenethylamine hydrochloride

Base Information

• Chemical Name: 2-Nitrophenethylamine hydrochloride
• CAS No.: 861337-74-8
• Molecular Formula: C₈H₁₀N₂O₂*ClH
• Molecular Weight: 202.641
• Hs Code.: 2921499090
• European Community (EC) Number: 809-527-8
• DSSTox Substance ID: DTXSID60695971
• Mol file: 861337-74-8.mol

Synonyms:2-NITROPHENETHYLAMINE HYDROCHLORIDE;861337-74-8;2-(2-nitrophenyl)ethan-1-amine hydrochloride;2-Nitro-phenethylamine HCl;2-(2-nitrophenyl)ethanamine;hydrochloride;MFCD07371521;2-(2-Nitrophenyl)ethanamine hydrochloride;SCHEMBL3652038;DTXSID60695971;WOSOJVABEIZQDC-UHFFFAOYSA-N;AKOS024258372;SB39119;AS-76765;SY163217;CS-0111709;FT-0775087;2-Nitrophenethylamine hydrochloride, AldrichCPR;C78510;EN300-191624;2-(2-Nitrophenyl)ethan-1-amine--hydrogen chloride (1/1)

Chemical Property of 2-Nitrophenethylamine hydrochloride

Chemical Property:

• Melting Point: 174.5 °C
• PSA: 71.84000
• LogP: 3.12150
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 202.0509053
• Heavy Atom Count: 13
• Complexity: 156

Purity/Quality:

98% ^*data from raw suppliers

2-?NitrophenethylamineHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CCN)[N+](=O)[O-].Cl
• Uses: 2-?Nitrophenethylamine Hydrochloride is used in preparation of diaminopyrimidines as MTH-1 inhibitors for treament of cancer.2-?Nitrophenethylamine Hydrochloride is used in synthesis of o-Nitrohydrocinnamic acid.

Technology Process of 2-Nitrophenethylamine hydrochloride

There total 4 articles about 2-Nitrophenethylamine hydrochloride 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%

2-nitrophenethyl azide (33100-26-4) → 2-nitrophenethylamine hydrochloride (861337-74-8)

Guidance literature:

2-nitrophenethyl azide; With 1,3-diphenyl-disiloxane; triphenylphosphine; at 20 ℃; for 24h;

With water;

With hydrogenchloride; In 1,4-dioxane; chemoselective reaction;

DOI:10.1021/acs.joc.9b00831

Reference yield:

2-nitro-benzeneacetonitrile (610-66-2) → 2-nitrophenethylamine hydrochloride (861337-74-8)

Guidance literature:

2-nitro-benzeneacetonitrile; With borane-THF; In tetrahydrofuran; at 0 - 20 ℃; for 5.08333h;

With hydrogenchloride; In tetrahydrofuran; water; at 0 - 20 ℃;

Reference yield:

2-nitro-benzeneethanol (15121-84-3) → 2-nitrophenethylamine hydrochloride (861337-74-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / dichloromethane / 5.5 h / -30 - 20 °C / Inert atmosphere

2.1: sodium azide / N,N-dimethyl-formamide / 20 h / 23 °C

3.1: triphenylphosphine / 20 h / 110 °C / Green chemistry

3.2: Green chemistry

With sodium azide; triethylamine; triphenylphosphine; In dichloromethane; N,N-dimethyl-formamide; 3.1: |Staudinger Azide Reduction;

DOI:10.1039/c8gc02136h

upstream raw materials:

2-nitrophenethyl azide

2-nitro-benzeneacetonitrile

2-nitro-benzeneethanol

Refernces

• 1、 Lenstra, Danny C.,Lenting, Peter E.,Mecinovi?, Jasmin. "Sustainable organophosphorus-catalysed Staudinger reduction". supporting information. p. 4418 - 4422. Retrieved 2018/10/17.
• 2、 -. "COMPOUNDS, COMPOSITIONS AND METHODS". Page/Page column 70-71; 36. . Retrieved 2010/11/24.