N-Isopropyl-4-nitrobenzamide

Base Information

• Chemical Name: N-Isopropyl-4-nitrobenzamide
• CAS No.: 38681-76-4
• Molecular Formula: C10H12N2O3
• Molecular Weight: 208.217
• Hs Code.: 2924299090
• NSC Number: 406849
• DSSTox Substance ID: DTXSID40324494
• Nikkaji Number: J1.779.320I
• Wikidata: Q82084179
• Mol file: 38681-76-4.mol

Synonyms:N-Isopropyl-4-nitrobenzamide;38681-76-4;4-nitro-N-propan-2-ylbenzamide;4-nitro-N-(propan-2-yl)benzamide;NSC406849;Cambridge id 5327030;N-isopropyl-p-nitrobenzamide;4-Nitro-N-isopropylbenzamide;Oprea1_513101;CBDivE_015173;N-iso-propyl-4-nitrobenzamide;N-isopropyl-4-nitro-benzamide;SCHEMBL4488971;Benzamide, N-siopropyl-p-nitro-;DTXSID40324494;MFCD00779671;STK043550;AKOS000371338;NSC 406849;NSC-406849;SB77099;NCGC00326088-01;BS-25105;CS-0210336;AB00080891-01;AB00080891-04;A873795;SR-01000204891;SR-01000204891-1

Chemical Property of N-Isopropyl-4-nitrobenzamide

Chemical Property:

• Vapor Pressure: 3.23E-06mmHg at 25°C
• Boiling Point: 387.7°C at 760 mmHg
• Flash Point: 188.3°C
• PSA: 74.92000
• Density: 1.189g/cm³
• LogP: 2.64710
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 208.08479225
• Heavy Atom Count: 15
• Complexity: 240

Purity/Quality:

99% ^*data from raw suppliers

N-Isopropyl-4-nitrobenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-Isopropyl-4-nitrobenzamide

There total 10 articles about N-Isopropyl-4-nitrobenzamide 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: 93.0%

4-nitrobenzaldehdye (555-16-8) + isopropyl alcohol (67-63-0,8013-70-5) → N-isopropyl-4-nitrobenzamide (38681-76-4)

Guidance literature:

4-nitrobenzaldehdye; With sodium azide; trifluorormethanesulfonic acid; acetic acid; at 40 ℃; for 2h;

isopropyl alcohol; With trifluorormethanesulfonic acid; at 90 ℃;

DOI:10.1016/j.tetlet.2016.08.069

Reference yield: 92.0%

4-nitro-benzoyl chloride (122-04-3) + isopropylamine (75-31-0) → N-isopropyl-4-nitrobenzamide (38681-76-4)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 6h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.9b01257

Reference yield: 80.0%

4-Nitrophenacyl bromide (99-81-0) + diisopropyl-carbodiimide (693-13-0) → N-isopropyl-4-nitrobenzamide (38681-76-4)

Guidance literature:

With isoquinoline; potassium carbonate; In acetonitrile; at 20 ℃; for 6h;

DOI:10.1055/s-0031-1290487

upstream raw materials:

4-nitro-benzoyl chloride

isopropylamine

Lawessons reagent

N-isopropyl-4-nitrobenzohydroxamic acid

Downstream raw materials:

N-Isopropyl-4-nitrothiobenzamid

4-nitrobenzonitrile

(E)-N-isopropyl-1-(4-nitrophenyl)methanimine

4-nitrobenzaldehdye

Refernces

• 1、 Chen, Ting-Ting,Wang, Ai-E,Huang, Pei-Qiang. "Chemoselective Synthesis of α-Amino-α-cyanophosphonates by Reductive Gem-Cyanation-Phosphonylation of Secondary Amides". supporting information. p. 3808 - 3812. Retrieved 2019/05/24.
• 2、 Sureshbabu, Popuri,Azeez, Sadaf,Chaudhary, Priyanka,Kandasamy, Jeyakumar. "Tert -Butyl nitrite promoted transamidation of secondary amides under metal and catalyst free conditions". supporting information. p. 845 - 850. Retrieved 2019/01/30.