6'-Aminospiro[cyclopentane-1,3'-indolin]-2'-one

Base Information

• Chemical Name: 6'-Aminospiro[cyclopentane-1,3'-indolin]-2'-one
• CAS No.: 100510-66-5
• Molecular Formula: C₁₂H₁₄N₂O
• Molecular Weight: 202.256
• DSSTox Substance ID: DTXSID701208993
• Mol file: 100510-66-5.mol

Synonyms:100510-66-5;6'-aminospiro[cyclopentane-1,3'-indolin]-2'-one;Spiro[cyclopentane-1,3'-[3H]indol]-2'(1'H)-one, 6'-amino-;6-aminospiro[1H-indole-3,1'-cyclopentane]-2-one;6'-amino-1',2'-dihydrospiro[cyclopentane-1,3'-indol]-2'-one;SCHEMBL9375869;DTXSID701208993;AKOS022647248;BS-14144;CS-0160590;D70049;6'-Aminospiro[cyclopentane-1,3'-[3H]indol]-2'(1'H)-one

Chemical Property of 6'-Aminospiro[cyclopentane-1,3'-indolin]-2'-one

Chemical Property:

• Melting Point: 165-170 °C(Solv: ethyl acetate (141-78-6))
• Boiling Point: 436.3±45.0 °C(Predicted)
• Density: 1.27±0.1 g/cm3(Predicted)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 202.110613074
• Heavy Atom Count: 15
• Complexity: 283

Purity/Quality:

97% ^*data from raw suppliers

6''-Aminospiro[cyclopentane-1,3''-indolin]-2''-one 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC2(C1)C3=C(C=C(C=C3)N)NC2=O

Technology Process of 6'-Aminospiro[cyclopentane-1,3'-indolin]-2'-one

There total 3 articles about 6'-Aminospiro[cyclopentane-1,3'-indolin]-2'-one 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:

6-acetyl-11-(1,3-dioxobenzo[c]azolidin-2-yl)-7-oxospiro[cyclopeantane-1,3'-indoline] (811803-20-0) → 6'-aminospiro-2'-one (100510-66-5)

Guidance literature:

With hydrazine; In methanol; at 20 ℃; for 1h;

Reference yield:

6'-nitrospiro-2'-one (52140-53-1) → 6'-aminospiro-2'-one (100510-66-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; acetic acid; at 40 ℃;

DOI:10.1021/jm00391a004

Reference yield:

7'-nitro-spiro-1',3'-dione (52140-45-1) → 6'-aminospiro-2'-one (100510-66-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 66.5 g / Br₂, NaOH / H₂O / 1 h / 80 °C

2: 140.6 g / H₂ / 10percent Pd/C / methanol; acetic acid / 40 °C

With sodium hydroxide; hydrogen; bromine; palladium on activated charcoal; In methanol; water; acetic acid;

DOI:10.1021/jm00391a004

upstream raw materials:

6'-nitrospiro-2'-one

7'-nitro-spiro-1',3'-dione

6-acetyl-11-(1,3-dioxobenzo[c]azolidin-2-yl)-7-oxospiro[cyclopeantane-1,3'-indoline]