5-Amino-5,6,7,8-tetrahydronaphthalene-2-carbonitrile

Base Information

• Chemical Name: 5-Amino-5,6,7,8-tetrahydronaphthalene-2-carbonitrile
• CAS No.: 321330-31-8
• Molecular Formula: C₁₁H₁₂N₂
• Molecular Weight: 172.23
• DSSTox Substance ID: DTXSID70699723
• ChEMBL ID: CHEMBL4534180
• Mol file: 321330-31-8.mol

Synonyms:321330-31-8;5-amino-5,6,7,8-tetrahydronaphthalene-2-carbonitrile;1-Amino-6-cyano-1,2,3,4-tetrahydronaphthylene;SCHEMBL4142891;CHEMBL4534180;DTXSID70699723;IGJCZZMPAPFDGB-UHFFFAOYSA-N;AKOS006294217;CS-0528626;FT-0692678;EN300-148229;J-502236;5-amino-5,6,7,8-tetrahydro-naphthalen-2-carbonitrile;5-amino-5,6,7,8-tetrahydro-naphthalene-2-carbonitrile;(R)-5-amino-5,6,7,8-tetrahydronaphthalene-2-carbonitrile HCl

Chemical Property of 5-Amino-5,6,7,8-tetrahydronaphthalene-2-carbonitrile

Chemical Property:

• PSA: 49.81000
• LogP: 2.59468
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 172.100048391
• Heavy Atom Count: 13
• Complexity: 228

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

1-AMINO-6-CYANO-1,2,3,4-TETRAHYDRONAPHTHYLENE 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C2=C(C1)C=C(C=C2)C#N)N

Technology Process of 5-Amino-5,6,7,8-tetrahydronaphthalene-2-carbonitrile

There total 4 articles about 5-Amino-5,6,7,8-tetrahydronaphthalene-2-carbonitrile 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: 27.0%

6-cyano-1-tetralone (90401-84-6) → 5-amino-5,6,7,8-tetrahydronaphthalene-2-carbonitrile (321330-31-8)

Guidance literature:

6-cyano-1-tetralone; With ammonium acetate; In methanol; at 20 ℃; for 0.166667h;

With sodium cyanoborohydride; In methanol; at 90 ℃; for 0.5h; Sealed tube; Microwave irradiation;

Reference yield:

5(R)-azido-5,6,7,8-tetrahydronaphthalene-2-carbonitrile (1056057-47-6) → 5(R)-amino-5,6,7,8-tetrahydronaphthalene-2-carbonitrile (828926-06-3,321330-31-8)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethanol; at 20 ℃; for 4h;

Reference yield:

5-amino-5,6,7,8-tetrahydronaphthalene-2-carbonitrile (321330-31-8) → 5(R)-amino-5,6,7,8-tetrahydronaphthalene-2-carbonitrile (828926-06-3,321330-31-8) + C11H10N2

Guidance literature:

With borane-ammonia complex; monoamine oxidase variant D₉ from Aspergillus niger; In dimethyl sulfoxide; at 37 ℃; for 24h; pH=9; enantioselective reaction; Resolution of racemate; Enzymatic reaction;

DOI:10.1016/j.bmc.2017.07.023

upstream raw materials:

6-cyano-1-tetralone

5(R)-azido-5,6,7,8-tetrahydronaphthalene-2-carbonitrile

Downstream raw materials:

5(R)-amino-5,6,7,8-tetrahydronaphthalene-2-carbonitrile