2-Naphthalenecarboxamide, 6-cyano-N-[4-(hydroxymethyl)phenyl]-

Base Information

Chemical Name:2-Naphthalenecarboxamide, 6-cyano-N-[4-(hydroxymethyl)phenyl]-
CAS No.:653604-34-3
Molecular Formula:C19H14N2O2
Molecular Weight:302.332
Hs Code.:
DSSTox Substance ID:DTXSID00465574
Wikidata:Q82291626

Synonyms:653604-34-3;2-Naphthalenecarboxamide, 6-cyano-N-[4-(hydroxymethyl)phenyl]-;DTXSID00465574

Suppliers and Price of 2-Naphthalenecarboxamide, 6-cyano-N-[4-(hydroxymethyl)phenyl]-

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 1 raw suppliers

Chemical Property of 2-Naphthalenecarboxamide, 6-cyano-N-[4-(hydroxymethyl)phenyl]-

Chemical Property:

XLogP3:2.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:302.105527694
Heavy Atom Count:23
Complexity:461

Purity/Quality:: 85.0-99.8% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1=CC(=CC=C1CO)NC(=O)C2=CC3=C(C=C2)C=C(C=C3)C#N

Technology Process of 2-Naphthalenecarboxamide, 6-cyano-N-[4-(hydroxymethyl)phenyl]-

There total 9 articles about 2-Naphthalenecarboxamide, 6-cyano-N-[4-(hydroxymethyl)phenyl]- 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:

: 220299-97-8
6-cyano-naphthalene-2-carboxylic acid [4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-amide

: 653604-34-3
6-[N-(4-(hydroxymethyl)phenyl)carbamyl]-2-naphthalenecarbonitrile

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1021/jm0300072

Reference yield:

: 5159-60-4
6-cyano-naphthalene-2-carboxylic acid

: 653604-34-3
6-[N-(4-(hydroxymethyl)phenyl)carbamyl]-2-naphthalenecarbonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: iPr₂NEt; HATU / dimethylformamide / 18 h / 20 °C

2: 100 mg / TBAF / tetrahydrofuran / 1 h / 20 °C

With tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jm0300072

Reference yield:

: 7568-08-3
naphthalene-2,6-dicarboxylic acid monomethyl ester

: 653604-34-3
6-[N-(4-(hydroxymethyl)phenyl)carbamyl]-2-naphthalenecarbonitrile

Guidance literature:: Multi-step reaction with 6 steps

1: SOCl₂; DMAP / toluene / 1 h / Heating

2: 13.3 g / NH₃(g) / CH₂Cl₂ / 20 °C

3: 94 percent / pyridine; TFAA / dioxane / 3 h / 20 °C

4: 99 percent / aq. LiOH / tetrahydrofuran / 1.5 h / 20 °C

5: iPr₂NEt; HATU / dimethylformamide / 18 h / 20 °C

6: 100 mg / TBAF / tetrahydrofuran / 1 h / 20 °C

With pyridine; dmap; lithium hydroxide; thionyl chloride; tetrabutyl ammonium fluoride; ammonia; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm0300072