4H-Naphtho[1,2-b]pyran-3-carbonitrile, 2-amino-4-(4-nitrophenyl)-

Base Information

• Chemical Name: 4H-Naphtho[1,2-b]pyran-3-carbonitrile, 2-amino-4-(4-nitrophenyl)-
• CAS No.: 149550-37-8
• Molecular Formula: C20H13N3O3
• Molecular Weight: 343.342
• DSSTox Substance ID: DTXSID10385638
• Nikkaji Number: J1.348.364G
• ChEMBL ID: CHEMBL4464606
• Mol file: 149550-37-8.mol

Synonyms:149550-37-8;2-amino-4-(4-nitrophenyl)-4H-benzo[h]chromene-3-carbonitrile;4H-Naphtho[1,2-b]pyran-3-carbonitrile, 2-amino-4-(4-nitrophenyl)-;SCHEMBL8542412;CHEMBL4464606;DTXSID10385638;NSC819450;NSC-819450;AB00079987-01;SR-01000203949;SR-01000203949-1;2-Amino-3-cyano-4-(4-nitrophenyl)-4H-naphtho[1,2-b]pyran

Chemical Property of 4H-Naphtho[1,2-b]pyran-3-carbonitrile, 2-amino-4-(4-nitrophenyl)-

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 343.09569129
• Heavy Atom Count: 26
• Complexity: 638

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=C2OC(=C(C3C4=CC=C(C=C4)[N+](=O)[O-])C#N)N

Technology Process of 4H-Naphtho[1,2-b]pyran-3-carbonitrile, 2-amino-4-(4-nitrophenyl)-

There total 7 articles about 4H-Naphtho[1,2-b]pyran-3-carbonitrile, 2-amino-4-(4-nitrophenyl)- 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%

α-naphthol (90-15-3) + 4-nitrobenzaldehdye (555-16-8) + malononitrile (109-77-3) → 3-amino-2-cyano-1-(4-nitrophenyl)-1H-benzo[f]chromene (149550-37-8)

Guidance literature:

With morpholine; In water; at 20 ℃; for 3h; Green chemistry;

DOI:10.1007/s13738-016-1032-6

Reference yield: 97.0%

4-nitrobenzyl chloride (619-73-8) + α-naphthol (90-15-3) + malononitrile (109-77-3) → 3-amino-2-cyano-1-(4-nitrophenyl)-1H-benzo[f]chromene (149550-37-8)

Guidance literature:

With ammonium cerium (IV) nitrate; 1,2-dimethyl-3-[4-(1,2-dimethyl-1H-imidazol-3-ium-3-yl)butyl]-1H-imidazol-3-ium dibromide; In neat (no solvent); at 20 ℃; for 1h; Reagent/catalyst; Time; Milling; Green chemistry;

DOI:10.4067/S0717-97072017000100019

Reference yield: 88.0%

α-naphthol (90-15-3) + 4-Nitrobenzylidenemalononitrile (2700-23-4) → 3-amino-2-cyano-1-(4-nitrophenyl)-1H-benzo[f]chromene (149550-37-8)

Guidance literature:

With piperidine; In ethanol; for 1h; Reflux;

DOI:10.1515/chempap-2016-0049

upstream raw materials:

α-naphthol

4-nitrobenzaldehdye

malononitrile

4-Nitrobenzylidenemalononitrile

Downstream raw materials:

N-[3-cyano-4-(4-nitrophenyl)-4H-benzo[h]chromen-2-yl]formimidic acid ethyl ester

7-(4-nitrophenyl)-9,10,11,12-tetrahydro-7H-benzo[7,8]chromeno[2,3-b]quinolin-8-amine

C₂₁H₁₆ClN₃O₄

methyl 2-cyano-3-(4-nitrophenyl)-2,3-dihydronaphtho[1,2-b]furan-2-carboxylate