2-amino-4-(4-methylphenyl)-4H-benzo[h]chromene-3-carbonitrile

Base Information

• Chemical Name: 2-amino-4-(4-methylphenyl)-4H-benzo[h]chromene-3-carbonitrile
• CAS No.: 144464-54-0
• Molecular Formula: C21H16N2O
• Molecular Weight: 312.371
• DSSTox Substance ID: DTXSID60395560
• Nikkaji Number: J2.570.255G
• ChEMBL ID: CHEMBL4513667
• Mol file: 144464-54-0.mol

Synonyms:2-amino-4-(4-methylphenyl)-4H-benzo[h]chromene-3-carbonitrile;144464-54-0;4H-Naphtho[1,2-b]pyran-3-carbonitrile, 2-amino-4-(4-methylphenyl)-;2-amino-4-(p-tolyl)-4h-benzo[h]chromene-3-carbonitrile;2-AMINO-4-(4-METHYLPHENYL)-4H-BENZO(H)CHROMENE-3-CARBONITRILE;CHEMBL4513667;DTXSID60395560;VOWWIDJXXXPMDR-UHFFFAOYSA-N;MFCD00715885;STL369823;AKOS000294586;AKOS016339664;NCGC00317825-01;CS-0334077;AB01312083-01;AE-641/00178061;12X-0922;2-amino-4-p-tolyl-4H-benzo[h]chromene-3-carbonitrile;2-Amino-4-p-tolyl-4H-naphtho[1,2-b]pyran-3-carbonitrile

Chemical Property of 2-amino-4-(4-methylphenyl)-4H-benzo[h]chromene-3-carbonitrile

Chemical Property:

• PSA: 59.04000
• LogP: 5.06668
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 312.126263138
• Heavy Atom Count: 24
• Complexity: 551

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-4-(4-methylphenyl)-4H-benzo[h]chromene-3-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2C3=C(C4=CC=CC=C4C=C3)OC(=C2C#N)N

Technology Process of 2-amino-4-(4-methylphenyl)-4H-benzo[h]chromene-3-carbonitrile

There total 3 articles about 2-amino-4-(4-methylphenyl)-4H-benzo[h]chromene-3-carbonitrile 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: 97.0%

α-naphthol (90-15-3) + 4-methyl-benzaldehyde (104-87-0) + malononitrile (109-77-3) → 2-amino-4-(4-methylphenyl)-4H-benzo[h]chromene-3-carbonitrile (144464-54-0)

Guidance literature:

With chicken eggshell waste; In neat (no solvent); at 80 ℃; for 0.6h;

Reference yield: 95.0%

α-naphthol (90-15-3) + 4-Methylbenzyl alcohol (589-18-4) + malononitrile (109-77-3) → 2-amino-4-(4-methylphenyl)-4H-benzo[h]chromene-3-carbonitrile (144464-54-0)

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 1.25h; Milling; Green chemistry;

DOI:10.4067/S0717-97072017000100019

Reference yield: 90.0%

α-naphthol (90-15-3) + 2-(4-methylbenzylidene)malononitrile (2826-25-7) → 2-amino-4-(4-methylphenyl)-4H-benzo[h]chromene-3-carbonitrile (144464-54-0)

Guidance literature:

With piperidine; In ethanol; Heating;

DOI:10.1135/cccc19921570

upstream raw materials:

α-naphthol

2-(4-methylbenzylidene)malononitrile

4-methyl-benzaldehyde

malononitrile

Downstream raw materials:

8-Amino-10-methyl-7-p-tolyl-7H-12-oxa-11-aza-benzo[a]anthracene-9-carbonitrile

10-methyl-7-(4-methylphenyl)-8,9-dihydro-7H-12-oxa-9,11-diaza-benzo[a]anthracene-8-one

10-chloromethyl-7-(p-methylphenyl)-7,9-dihydrobenzo[7,8]chromeno[2,3-d]pyrimidin-8-one

2-chloro-N-(3-cyano-4-(p-methylphenyl)-4H-benzo[h]chromen-2-yl)acetamide