2-Amino-3-iodonaphthalene

Base Information

• Chemical Name: 2-Amino-3-iodonaphthalene
• CAS No.: 116632-14-5
• Molecular Formula: C10H8IN
• Molecular Weight: 269.08
• DSSTox Substance ID: DTXSID50465524
• Nikkaji Number: J3.042.951F
• Wikidata: Q82291541
• Mol file: 116632-14-5.mol

Synonyms:3-iodonaphthalen-2-amine;116632-14-5;2-AMINO-3-IODONAPHTHALENE;2-Naphthalenamine, 3-iodo-;MFCD12028563;SCHEMBL1672114;DTXSID50465524;AKOS015854878;DS-12166;SY045819;BB 0261727;CS-0134563;FT-0679682;A922129

Chemical Property of 2-Amino-3-iodonaphthalene

Chemical Property:

• PSA: 26.02000
• LogP: 3.60780
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 268.97015
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

97% ^*data from raw suppliers

3-Iodonaphthalen-2-amine ^*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)N)I

Technology Process of 2-Amino-3-iodonaphthalene

There total 12 articles about 2-Amino-3-iodonaphthalene 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: 90.0%

2-iodo-3-nitronaphthalene (102153-71-9) → 2-amino-3-iodonaphthalene (116632-14-5)

Guidance literature:

With iron(III) chloride; pyrographite; hydrazine; In methanol; for 6h; reflux;

DOI:10.1016/S0040-4039(00)00263-X

Reference yield: 89.0%

3-iodo-2-naphthoic acid (63212-42-0) → 2-amino-3-iodonaphthalene (116632-14-5)

Guidance literature:

With diphenyl phosphoryl azide; triethylamine; In water; N,N-dimethyl-formamide; at 90 ℃; for 4h; Inert atmosphere;

DOI:10.1021/ja508813v

Reference yield: 45.0%

naphthalen-2-yl-carbamic acid tert-butyl ester (454713-45-2) → 2-amino-3-iodonaphthalene (116632-14-5)

Guidance literature:

naphthalen-2-yl-carbamic acid tert-butyl ester; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -20 ℃; for 2h; Inert atmosphere;

With 1,2-Diiodoethane; In tetrahydrofuran; pentane; at -78 - 20 ℃; for 3h; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; pentane;

upstream raw materials:

2-iodo-3-nitronaphthalene

3-iodo-2-naphthoic acid

2-Amino-3-naphthoic acid

naphthalen-2-ylamine

Downstream raw materials:

5,12-dihydro-5,12-diazatetracene

3-(dibenzylamino)-2-naphthaldehyde

2-chloronaphtho[2,3-d]thiazole

naphtho[2,3-d]thiazole-2-amine