N1-(3,4-dimethoxyphenethyl)-2-(4-nitrophenyl)acetamide

Base Information

• Chemical Name: N1-(3,4-dimethoxyphenethyl)-2-(4-nitrophenyl)acetamide
• CAS No.: 10403-40-4
• Molecular Formula: C18H20 N2 O5
• Molecular Weight: 344.367
• NSC Number: 112754
• DSSTox Substance ID: DTXSID90296935
• Wikidata: Q82037770
• ChEMBL ID: CHEMBL1331251
• Mol file: 10403-40-4.mol

Synonyms:N1-(3,4-dimethoxyphenethyl)-2-(4-nitrophenyl)acetamide;10403-40-4;NSC112754;N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(4-nitrophenyl)acetamide;Oprea1_189342;Oprea1_618666;MLS000861194;SCHEMBL5899127;CHEMBL1331251;DTXSID90296935;HMS2794M24;CCG-1583;STK082209;AKOS003241939;NSC-112754;SMR000459978

Chemical Property of N1-(3,4-dimethoxyphenethyl)-2-(4-nitrophenyl)acetamide

Chemical Property:

• Vapor Pressure: 8E-14mmHg at 25°C
• Boiling Point: 588.4°Cat760mmHg
• Flash Point: 309.6°C
• Density: 1.222g/cm³
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 344.13722174
• Heavy Atom Count: 25
• Complexity: 432

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)CCNC(=O)CC2=CC=C(C=C2)[N+](=O)[O-])OC

Technology Process of N1-(3,4-dimethoxyphenethyl)-2-(4-nitrophenyl)acetamide

There total 2 articles about N1-(3,4-dimethoxyphenethyl)-2-(4-nitrophenyl)acetamide 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: 58.0%

4-nitrobenzeneacetic acid (104-03-0) + 2-(3,4-dimethoxyphenyl)-ethylamine (120-20-7) → N-(3,4-dimethoxyphenethyl)-4-nitrophenylacetamide (10403-40-4)

Guidance literature:

In toluene; for 72h; Heating;

DOI:10.1021/jm960208o

Reference yield:

→ N-(3,4-dimethoxyphenethyl)-4-nitrophenylacetamide (10403-40-4)

Guidance literature:

/BRN= 2819758/;

DOI:10.1021/jo01147a033

Reference yield: 40.0%

N-(3,4-dimethoxyphenethyl)-4-nitrophenylacetamide (10403-40-4) → 1,2,3,4-tetrahydro-6,7-dimethoxy-1-[(4-nitrophenyl)methyl]isoquinoline (10268-26-5)

Guidance literature:

N-(3,4-dimethoxyphenethyl)-4-nitrophenylacetamide; With trichlorophosphate; In acetonitrile; for 4h; Heating / reflux;

With sodium tetrahydroborate; In methanol; at 0 - 20 ℃;

upstream raw materials:

4-nitrobenzeneacetic acid

2-(3,4-dimethoxyphenyl)-ethylamine

Downstream raw materials:

6,7-dimethoxy-1-(4-nitro-benzyl)-3,4-dihydro-isoquinoline

1,2,3,4-tetrahydro-6,7-dimethoxy-1-[(4-nitrophenyl)methyl]isoquinoline

1-(3,5-diiodobenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

6,7-Dimethoxy-1-(3,4,5-triiodobenzyl)-1,2,3,4-tetrahydroisoquinoline

Refernces

• 1、 Perrey, David A.,German, Nadezhda A.,Decker, Ann M.,Thorn, David,Li, Jun-Xu,Gilmour, Brian P.,Thomas, Brian F.,Harris, Danni L.,Runyon, Scott P.,Zhang, Yanan. "Effect of 1-Substitution on Tetrahydroisoquinolines as Selective Antagonists for the Orexin-1 Receptor". . p. 599 - 614. Retrieved 2015/04/27.
• 2、 De Los Angeles, Joseph E.,Nikulin, Victor I.,Shams, Gamal,Konkar, Anish A.,Mehta, Ratna,Feller, Dennis R.,Miller, Duane D.. "Iodinated analogs of trimetoquinol as highly potent and selective β2- adrenoceptor ligands". . p. 3701 - 3711. Retrieved 2007/10/03.