1H-Indole-3-acetonitrile, 2,3-dihydro-2-oxo-

Base Information

• Chemical Name: 1H-Indole-3-acetonitrile, 2,3-dihydro-2-oxo-
• CAS No.: 54744-66-0
• Molecular Formula: C10H8 N2 O
• Molecular Weight: 172.186
• Hs Code.: 2933790090
• European Community (EC) Number: 651-833-7
• NSC Number: 113188
• DSSTox Substance ID: DTXSID001264677
• Nikkaji Number: J2.033.212C
• ChEMBL ID: CHEMBL3817871
• Mol file: 54744-66-0.mol

Synonyms:54744-66-0;2-(2-Oxoindolin-3-yl)acetonitrile;1H-Indole-3-acetonitrile, 2,3-dihydro-2-oxo-;2-(2-oxo-2,3-dihydro-1H-indol-3-yl)acetonitrile;2-(2-oxo-1,3-dihydroindol-3-yl)acetonitrile;(2-oxo-2,3-dihydro-1H-indol-3-yl)acetonitrile;2,3-Dihydro-2-oxo-1H-indole-3-acetonitrile;BRN 0151303;4-22-00-03046 (Beilstein Handbook Reference);NSC113188;((r,s)-2-oxo-2,3-dihydro-1h-indol-3-yl)-acetonitrile;2-Oxo-3-indolineacetonitrile;2-Oxoindoline-3-acetonitrile;SCHEMBL9765123;CHEMBL3817871;DTXSID001264677;HMS1759C07;STL186190;AKOS000268934;AKOS016040192;HR-0328;NSC 113188;NSC-113188;SB65689;2(3H)-OXO-3-INDOLEACETONITRILE;LS-82222;CS-0215367;EN300-23935;Z166652078

Chemical Property of 1H-Indole-3-acetonitrile, 2,3-dihydro-2-oxo-

Chemical Property:

• Vapor Pressure: 8.1E-07mmHg at 25°C
• Melting Point: 162 °C(Solv: water (7732-18-5))
• Boiling Point: 406.5°C at 760 mmHg
• PKA: 13.93±0.40(Predicted)
• Flash Point: 199.6°C
• PSA: 52.89000
• Density: 1.212g/cm³
• LogP: 1.77398
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 172.063662883
• Heavy Atom Count: 13
• Complexity: 265

Purity/Quality:

99% ^*data from raw suppliers

2-Oxo-3-indolineacetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(C(=O)N2)CC#N

Technology Process of 1H-Indole-3-acetonitrile, 2,3-dihydro-2-oxo-

There total 12 articles about 1H-Indole-3-acetonitrile, 2,3-dihydro-2-oxo- 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: 94.0%

indole-3-acetonitrile (771-51-7) → (2,3-dihydro-2-oxo-1H-indol-3-yl)acetonitrile (54744-66-0)

Guidance literature:

With hydrogenchloride; In dimethyl sulfoxide; at 0 - 20 ℃; for 1h;

DOI:10.1007/s10600-021-03506-8

Reference yield: 91.0%

(E/Z)-2-(2-oxoindolin-3-ylidene)acetonitrile (19611-77-9) → (2,3-dihydro-2-oxo-1H-indol-3-yl)acetonitrile (54744-66-0)

Guidance literature:

With sodium tetrahydroborate; In methanol; water; for 0.166667h; Inert atmosphere;

DOI:10.1021/ja2020873

Reference yield: 84.0%

(E)-(1,2-dihydro-2-oxo-3H-indol-3-yl)acetonitrile (19611-77-9,40313-84-6,67520-80-3) → (2,3-dihydro-2-oxo-1H-indol-3-yl)acetonitrile (54744-66-0)

Guidance literature:

With acetic acid; zinc; for 1h; Heating;

DOI:10.1016/S0040-4020(99)01065-0

upstream raw materials:

(Z)-(1,2-dihydro-2-oxo-3H-indol-3-yl)acetonitrile

Oxindolyl-(3)-cyanessigsaeure

(E)-(1,2-dihydro-2-oxo-3H-indol-3-yl)acetonitrile

chloroacetonitrile

Downstream raw materials:

methyl 2-([1,1'-biphenyl]-4-yl)quinoline-4-carboxylate

methyl 2-(4'-bromophenyl)-quinoline-4-carboxylate

methyl‐2‐(4‐chlorophenyl)quinoline‐4‐carboxylate

methyl-2-(4-ethoxyphenyl)quinoline-4-carboxylate