3-Chloronaphthalen-2-amine

Base Information

• Chemical Name: 3-Chloronaphthalen-2-amine
• CAS No.: 38410-42-3
• Molecular Formula: C10H8ClN
• Molecular Weight: 177.633
• DSSTox Substance ID: DTXSID00541448
• Wikidata: Q82417816
• Mol file: 38410-42-3.mol

Synonyms:3-Chloronaphthalen-2-amine;38410-42-3;2-Amino-3-chloronaphthalene;3-chloro-2-aminonaphthalene;SCHEMBL3825073;DTXSID00541448;ISWSFPQWSDIVGH-UHFFFAOYSA-N;AKOS022639790;CS-0433548;EN300-100372;F84038

Chemical Property of 3-Chloronaphthalen-2-amine

Chemical Property:

• Melting Point: 178-179.5 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• Boiling Point: 322.7±15.0 °C(Predicted)
• PKA: 2.72±0.10(Predicted)
• PSA: 26.02000
• Density: 1.289±0.06 g/cm3(Predicted)
• LogP: 3.65660
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 177.0345270
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

97% ^*data from raw suppliers

2-Amino-3-chloronaphthalene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C=C(C(=CC2=C1)N)Cl

Technology Process of 3-Chloronaphthalen-2-amine

There total 4 articles about 3-Chloronaphthalen-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:

ethyl 3-chloronaphthalene-2-carbamate (95568-85-7) → 3-chloronaphthalene-2-amine (38410-42-3)

Guidance literature:

With potassium hydroxide; In ethanol; for 7h; Heating;

Reference yield:

2-Chlor-3-nitro-naphthalin (38396-21-3) → 3-chloronaphthalene-2-amine (38410-42-3)

Guidance literature:

(electrochemical reduction);

Reference yield:

2,3-dinitronaphthalene (1875-63-4) → 3-chloronaphthalene-2-amine (38410-42-3)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) Na₂S, aq. NaHCO₃, MeOH, (ii) aq. NaNO₂, (iii) CuCl, aq. HCl

2: SnCl₂*2H₂O, aq. HCl / CH₂Cl₂

With hydrogenchloride; tin(ll) chloride; In dichloromethane;

DOI:10.1021/jm00257a016

upstream raw materials:

2-Chlor-3-nitro-naphthalin

ethyl 3-chloronaphthalene-2-carbamate

3-chloro-2-naphthoic acid

2,3-dinitronaphthalene

Refernces

• 1、 Ishii, Hisashi,Murakami, Yasuoki,Watanabe, Toshiko,Iwazaki, Ayako,Suzuki, Hideharu,et al.. "Formation of an Angular 5-Chlorobenzindole by the Fischer Indolization of 1-Methoxy-2-naphthylhydrazone: Correction of the Structure of the So-called Linear Ethyl 9-Methoxy-1H-benzindole-2-carboxylate to the Angular Ethyl 5-Chloro-3H-benzindole-2-carboxylate". . p. 2974 - 2997. Retrieved 2007/10/02.