Spiro(cyclopropane-1,2'(2H)-indol)-3'(1'H)-one

Base Information

• Chemical Name: Spiro(cyclopropane-1,2'(2H)-indol)-3'(1'H)-one
• CAS No.: 64053-78-7
• Molecular Formula: C10H9 N O
• Molecular Weight: 159.1846
• DSSTox Substance ID: DTXSID30214193
• Wikidata: Q83089987
• Mol file: 64053-78-7.mol

Synonyms:64053-78-7;Spiro[cyclopropane-1,2'-[2H]indol]-3'(1'H)-one;Spiro(cyclopropane-1,2'(2H)-indol)-3'(1'H)-one;BRN 5732862;spiro[1H-indole-2,1'-cyclopropane]-3-one;SCHEMBL11536434;DTXSID30214193;BS-45534;LS-146007;CS-0160288;E74709;EN300-328411;1',3'-dihydrospiro[cyclopropane-1,2'-indol]-3'-one;1',3'-dihydrospiro[cyclopropane-1,2'-indole]-3'-one

Chemical Property of Spiro(cyclopropane-1,2'(2H)-indol)-3'(1'H)-one

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 159.068413911
• Heavy Atom Count: 12
• Complexity: 232

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC12C(=O)C3=CC=CC=C3N2

Technology Process of Spiro(cyclopropane-1,2'(2H)-indol)-3'(1'H)-one

There total 7 articles about Spiro(cyclopropane-1,2'(2H)-indol)-3'(1'H)-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: 99.0%

1'-acetylspiroindol>-3'(1'H)-one (64053-80-1) → spiroindol>-3'(1'H)-one (64053-78-7)

Guidance literature:

With sodium methylate; In tetrahydrofuran; methanol; at 0 ℃; for 1h;

DOI:10.1248/cpb.29.1900

Reference yield: 40.0%

1'-acetylspiroindol>-3'(1'H)-one (64053-80-1) → 1'-acetyl-2',3'-dihydrospiroindol>-3'-ol (79697-23-7) + spiroindol>-3'(1'H)-one (64053-78-7)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 4h; Ambient temperature;

DOI:10.1248/cpb.29.1900

Reference yield:

2-<(tetrahidro-2-oxo-3-furanyl)amino>benzoic acid (64054-23-5) → spiroindol>-3'(1'H)-one (64053-78-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / Et₃N / 3 h / 130 °C

2: 94 percent / NaCl / dimethylsulfoxide / 2 h / 155 - 160 °C

3: 40 percent / NaBH₄ / ethanol / 4 h / Ambient temperature

With sodium tetrahydroborate; triethylamine; sodium chloride; In ethanol; dimethyl sulfoxide;

DOI:10.1248/cpb.29.1900

upstream raw materials:

1'-acetylspiroindol>-3'(1'H)-one

anthranilic acid

2-<(tetrahidro-2-oxo-3-furanyl)amino>benzoic acid

1-acetyl-4,5-dihydrospiroindole>-2,3'(1'H)-dione

Downstream raw materials:

1'-p-methylbenzenesulfonylspiroindol>-3'(1'H)-one

1'-p-methoxybenzylspiroindol>-3'(1'H)-one

1'-p-chlorobenzolspiroindol>-3'(1'H)-one