1H-Naphth[2,3-d]imidazol-2-amine

Base Information

• Chemical Name: 1H-Naphth[2,3-d]imidazol-2-amine
• CAS No.: 102408-31-1
• Molecular Formula: C11H9 N3
• Molecular Weight: 183.213
• DSSTox Substance ID: DTXSID90145050
• Wikidata: Q83009409
• Mol file: 102408-31-1.mol

Synonyms:102408-31-1;1H-Naphth[2,3-d]imidazol-2-amine;1H-benzo[f]benzimidazol-2-amine;1H-Naphth(2,3-d)imidazol-2-amine;1H-naphtho[2,3-d]imidazol-2-amine;1H-Naphth[2,3-d]imidazol-2-amine(9CI);NIOSH/QK9341000;SCHEMBL14972915;DTXSID90145050;PKAMQIFKTSHCLX-UHFFFAOYSA-N;2-Amino-1H-naphtho(2,3-d)imidazole;1H-Naphth(2,3-d)imidazole, 2-amino-;QK93410000

Chemical Property of 1H-Naphth[2,3-d]imidazol-2-amine

Chemical Property:

• Vapor Pressure: 4.84E-09mmHg at 25°C
• Boiling Point: 471°C at 760 mmHg
• Flash Point: 269.9°C
• PSA: 54.70000
• Density: 1.393g/cm³
• LogP: 2.87950
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 183.079647300
• Heavy Atom Count: 14
• Complexity: 219

Purity/Quality:

99%, ^*data from raw suppliers

1H-NAPHTH[2,3-D]IMIDAZOL-2-AMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C3C(=CC2=C1)NC(=N3)N

Technology Process of 1H-Naphth[2,3-d]imidazol-2-amine

There total 2 articles about 1H-Naphth[2,3-d]imidazol-2-amine 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%

bromocyane (506-68-3) + 2,3-Diaminonaphthalene (771-97-1) → 2-amino-1H-naphtho[2,3-d]imidazole (102408-31-1)

Guidance literature:

In methanol; water; at 50 ℃; for 1h;

DOI:10.1039/c5ra26039f

Reference yield: 93.0%

→ 2-amino-1H-naphtho[2,3-d]imidazole (102408-31-1)

Guidance literature:

In methanol; water; at 50 ℃; for 1h;

Reference yield: 83.0%

α-bromocinnamaldehyde (5443-49-2) + 2-amino-1H-naphtho[2,3-d]imidazole (102408-31-1) → C20H15N3O

Guidance literature:

With dipotassium hydrogenphosphate; (S)-5-benzyl-2-(2,6-dimethoxyphenyl)-6,6-diphenyl-6,8-dihydro-5H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate; In acetone; at 20 ℃; enantioselective reaction; Molecular sieve; Inert atmosphere;

DOI:10.1021/acs.orglett.9b04054

upstream raw materials:

bromocyane

2,3-Diaminonaphthalene

Downstream raw materials:

2-phenyl-naphth[2',3':4,5]imidazo[1,2-a]pyrimidine

4-methyl-2-phenyl-naphth[2',3':4,5]imidazo[1,2-a]pyrimidine

2-methyl-4-phenyl-naphth[2',3':4,5]imidazo[1,2-a]pyrimidine

Refernces

• 1、 Kim, Won,Sahoo, Suban K.,Kim, Gi-Dong,Choi, Heung-Jin. "C3v-symmetric anion receptors with guanidine recognition motifs for ratiometric sensing of fluoride". . p. 7872 - 7878. Retrieved 2016/02/05.
• 2、 -. "Inhibition and Dispersion of Bacterial Biofilms with 2-Aminobenzimidazole Derivatives". Paragraph 0216; 0217; 0240; 0241. . Retrieved 2013/06/05.