3-(Dimethylamino)-1-(4-nitrophenyl)-1-propanone

Base Information

• Chemical Name: 3-(Dimethylamino)-1-(4-nitrophenyl)-1-propanone
• CAS No.: 2138-40-1
• Molecular Formula: C11H14N2O3
• Molecular Weight: 222.244
• DSSTox Substance ID: DTXSID60175642
• Nikkaji Number: J957.418B
• Wikidata: Q83045985
• Mol file: 2138-40-1.mol

Synonyms:4-nitro-3-dimethylaminopropiophenone;4-nitro-3-dimethylaminopropiophenone hydrochloride;4-nitro-3-dimethylaminopropiophenone, 3-14C-labeled;beta-N,N-dimethyl-4-nitropropiophenone;beta-N,N-dimethyl-p-nitropropiophenone;NDPP;p-nitro-3-dimethylaminopropiophenone hydrochloride;Ro 03-6156

Chemical Property of 3-(Dimethylamino)-1-(4-nitrophenyl)-1-propanone

Chemical Property:

• Vapor Pressure: 1.69E-05mmHg at 25°C
• Boiling Point: 343.2°Cat760mmHg
• Flash Point: 161.4°C
• Density: 1.172g/cm³
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 222.10044231
• Heavy Atom Count: 16
• Complexity: 252

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCC(=O)C1=CC=C(C=C1)[N+](=O)[O-]

Technology Process of 3-(Dimethylamino)-1-(4-nitrophenyl)-1-propanone

There total 4 articles about 3-(Dimethylamino)-1-(4-nitrophenyl)-1-propanone 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: 86.0%

1-(4-nitrophenyl)-2-propyn-1-one (37176-75-3) + dimethyl amine (124-40-3) → 3-dimethylamino-1-(4-nitrophenyl)-1-propanone (2138-40-1)

Guidance literature:

With 4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1039/d2cc00169a

Reference yield: 30.0%

1,3,5-Trioxan (110-88-3) + N,N-dimethylammonium chloride (506-59-2) + (4-nitrophenyl)ethanone (100-19-6) → 3-dimethylamino-1-(4-nitrophenyl)-1-propanone (2138-40-1)

Guidance literature:

1,3,5-Trioxan; N,N-dimethylammonium chloride; (4-nitrophenyl)ethanone; hydrogenchloride; for 2h; Heating / reflux;

With water; sodium hydrogencarbonate;

Reference yield:

1-(4-Nitro-phenyl)-2-propyn-1-ol (78725-73-2) → 3-dimethylamino-1-(4-nitrophenyl)-1-propanone (2138-40-1)

Guidance literature:

Multi-step reaction with 2 steps

1: manganese(IV) oxide / dichloromethane / 20 °C / Inert atmosphere

2: 4,4,5,5-tetramethyl-1,3,2-dioxaborolane / tetrahydrofuran / 4 h / 20 °C

With manganese(IV) oxide; 4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; dichloromethane;

DOI:10.1039/d2cc00169a

upstream raw materials:

1,3,5-Trioxan

N,N-dimethylammonium chloride

(4-nitrophenyl)ethanone

1-(4-nitrophenyl)-2-propyn-1-one

Downstream raw materials:

2,3-dibromo-1-(4-nitro-phenyl)-propan-1-one

1-(4-nitrophenyl)prop-2-en-1-one

Refernces

• 1、 -. "NOVEL TRICYCLIC DERIVATIVES OR PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF, PROCESS FOR THE PREPARATION THEREOF AND PHARMACEUTICAL COMPOSITION COMPRISING THE SAME". Page/Page column 64. . Retrieved 2009/06/27.