2-Nitro Nevirapine

Base Information

• Chemical Name: 2-Nitro Nevirapine
• CAS No.: 284686-16-4
• Molecular Formula: C15H13N5O3
• Molecular Weight: 311.29542
• DSSTox Substance ID: DTXSID30441881
• Wikidata: Q82258874
• Mol file: 284686-16-4.mol

Synonyms:2-Nitro Nevirapine;284686-16-4;2-cyclopropyl-7-methyl-5-nitro-2,4,9,15-tetrazatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-10-one;11-Cyclopropyl-5,11-dihydro-4-methyl-2-nitro-6H-dipyrido(3,2-b:2',3'-e)(1,4)diazepin-6-one;DTXSID30441881;FT-0672806

Chemical Property of 2-Nitro Nevirapine

Chemical Property:

• Boiling Point: 499.5±45.0 °C(Predicted)
• PKA: 10.79±0.20(Predicted)
• PSA: 107.43000
• Density: 1.490±0.06 g/cm3(Predicted)
• LogP: 2.96720
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Sonicated)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 311.10183929
• Heavy Atom Count: 23
• Complexity: 506

Purity/Quality:

97% ^*data from raw suppliers

2-Nitro Nevirapine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NC2=C1NC(=O)C3=C(N2C4CC4)N=CC=C3)[N+](=O)[O-]
• Uses: Intermediate in the preparation of Nevirapine metabolites.

Technology Process of 2-Nitro Nevirapine

There total 1 articles about 2-Nitro Nevirapine 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: 20.0%

Nevirapine (129618-40-2) → 11-cyclopropyl-5,11-dihydro-4-methyl-3-nitro-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one (284686-16-4)

Guidance literature:

With nitronium tetrafluoborate; 4 A molecular sieve; In acetonitrile; at 0 ℃; for 20h;

DOI:10.1002/jhet.5570370203

Reference yield: 86.0%

11-cyclopropyl-5,11-dihydro-4-methyl-3-nitro-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one (284686-16-4) → 2-amino-5,11-dihydro-4-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one (284686-15-3)

Guidance literature:

With hydrogenchloride; acetic acid; tin(ll) chloride; at 20 ℃;

DOI:10.1002/jhet.5570370203

Reference yield:

11-cyclopropyl-5,11-dihydro-4-methyl-3-nitro-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one (284686-16-4) → 2-hydroxynevirapine

Guidance literature:

Multi-step reaction with 2 steps

1.1: 86 percent / tin(II) chloride; conc. aq. HCl; acetic acid / 20 °C

2.1: aq. H₂SO₄; sodium nitrite / 0.5 h / 0 °C

2.2: 30 percent / aq. NaOH / pH 7 - 8

With hydrogenchloride; sulfuric acid; acetic acid; tin(ll) chloride; sodium nitrite; 1.1: Reduction / 2.1: Diazotization / 2.2: Hydrolysis;

DOI:10.1002/jhet.5570370203

upstream raw materials:

Nevirapine

Downstream raw materials:

2-amino-5,11-dihydro-4-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one

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