N'-hydroxynaphthalene-2-carboximidamide

Base Information

• Chemical Name: N'-hydroxynaphthalene-2-carboximidamide
• CAS No.: 64893-54-5
• Molecular Formula: C11H10N2O
• Molecular Weight: 186.213
• Hs Code.: 2925290090
• DSSTox Substance ID: DTXSID60383361
• Nikkaji Number: J3.513.988E
• Mol file: 64893-54-5.mol

Synonyms:N'-hydroxynaphthalene-2-carboximidamide;64893-54-5;N-hydroxynaphthalene-2-carboximidamide;N'-Hydroxynaphthalene-2-carboxamidine;2016843-50-6;N-Hydroxy-naphthalene-2-carboxamidine;Naphthalene-2-amidoxime;SCHEMBL103278;DTXSID60383361;UHJICFSTOCFOND-UHFFFAOYSA-N;(Z)-N'-hydroxy-2-naphthimidamide;FT-0693708;J3.513.988E

Chemical Property of N'-hydroxynaphthalene-2-carboximidamide

Chemical Property:

• Melting Point: 150 °C
• Boiling Point: 417 °C at 760 mmHg
• Flash Point: 206 °C
• PSA: 58.61000
• Density: 1.23 g/cm³
• LogP: 2.63460
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 186.079312947
• Heavy Atom Count: 14
• Complexity: 227

Purity/Quality:

98%Min ^*data from raw suppliers

Naphthalene-2-amidoxime ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)C(=NO)N

Technology Process of N'-hydroxynaphthalene-2-carboximidamide

There total 7 articles about N'-hydroxynaphthalene-2-carboximidamide 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: 98.0%

→ N-hydroxynaphthalene-2-carboximidamide (64893-54-5)

Guidance literature:

Reference yield: 86.0%

2-naphthalenecarbonitrile (613-46-7) → N-hydroxynaphthalene-2-carboximidamide (64893-54-5)

Guidance literature:

With hydroxylamine hydrochloride; sodium carbonate; In ethanol; water; at 100 ℃; for 19h; Inert atmosphere;

DOI:10.1039/c5md00119f

Reference yield:

β-naphthaldehyde (66-99-9) → N-hydroxynaphthalene-2-carboximidamide (64893-54-5)

Guidance literature:

Multi-step reaction with 3 steps

1: hydroxylamine / acetonitrile / 2 h / Reflux

2: triethylamine; fluorosulfonyl fluoride / acetonitrile / 0.5 h / 20 °C

3: hydroxylamine / acetonitrile / 3 h / Reflux

With fluorosulfonyl fluoride; hydroxylamine; triethylamine; In acetonitrile;

DOI:10.1039/d0ra02631j

upstream raw materials:

2-naphthalenecarbonitrile

naphthalene-2-diazonium chloride

2-bromonaphthalene

2-chloronaphthalene

Downstream raw materials:

3-(naphthalen-2-yl)-5-phenyl-1,2,4-oxadiazole

5-anilino-3-(2-naphthyl)-1,2,4-thiadiazole

5-cyclohexylamino-3-(2-naphthyl)-1,2,4-oxadiazole

Refernces

• 1、 Ibrahim, Tarek S.,Almalki, Ahmad J.,Moustafa, Amr H.,Allam, Rasha M.,Abuo-Rahma, Gamal El-Din A.,El Subbagh, Hussein I.,Mohamed, Mamdouh F.A.. "Novel 1,2,4-oxadiazole-chalcone/oxime hybrids as potential antibacterial DNA gyrase inhibitors: Design, synthesis, ADMET prediction and molecular docking study". . . Retrieved 2021/04/15.
• 2、 Wang, Xuetong,Wang, Yin,Liu, Xiaoling,He, Tingshu,Li, Lingli,Wu, Huili,Zhou, Shangjun,Li, Dan,Liao, Siwei,Xu, Ping,Huang, Xing,Yuan, Jianyong. "Imidazole hydrochloride promoted synthesis of 3,5-disubstituted-1,2,4-oxadiazoles". supporting information. . Retrieved 2021/10/14.