7-Chloroindolin-2-one

Base Information

• Chemical Name: 7-Chloroindolin-2-one
• CAS No.: 25369-33-9
• Molecular Formula: C8H6ClNO
• Molecular Weight: 167.595
• Hs Code.: 2933790090
• European Community (EC) Number: 625-279-1
• DSSTox Substance ID: DTXSID301293540
• Nikkaji Number: J754.953I
• ChEMBL ID: CHEMBL2381488
• Mol file: 25369-33-9.mol

Synonyms:5-chlorooxindole

Chemical Property of 7-Chloroindolin-2-one

Chemical Property:

• Appearance/Colour: WHITE TO TAN SOLID, POWDER, CRYSTALS,. CRYSTALLINE POWDER AND/OR CHUNKS
• Vapor Pressure: 8.27E-05mmHg at 25°C
• Melting Point: 221-225 °C
• Refractive Index: 1.601
• Boiling Point: 341.026 °C at 760 mmHg
• PKA: 13.08±0.20(Predicted)
• Flash Point: 160.047 °C
• PSA: 29.10000
• Density: 1.362 g/cm³
• LogP: 1.97260
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 167.0137915
• Heavy Atom Count: 11
• Complexity: 183

Purity/Quality:

97% ^*data from raw suppliers

7-Chloroindolin-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-52/53
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=C(C(=CC=C2)Cl)NC1=O

Technology Process of 7-Chloroindolin-2-one

There total 3 articles about 7-Chloroindolin-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: 23.0%

methyl (2-nitro-3-chlorophenyl)acetate (77158-65-7) → 7-chloro-2-indolinone (25369-33-9) + methyl (2-amino-3-chlorophenyl)acetate (101349-37-5)

Guidance literature:

With sodium acetate; iron; acetic acid; In ethanol; water; for 2h; Heating;

DOI:10.1021/jo00360a014

Reference yield:

3-(3-chlorobenzyl)-1,4,2-dioxazol-5-one → 5-chloro-indolin-2-one (17630-75-0) + 7-chloro-2-indolinone (25369-33-9)

Guidance literature:

With chlorido(8-quinolinolato-k²N,O)(η⁵-pentamethylcyclopentadienyl)iridium(III); sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; at 60 ℃; for 12h; Overall yield = 40 %; regioselective reaction;

DOI:10.1126/science.aap7503

Reference yield:

1-methoxyindolin-2-one (65816-14-0) → 5-chloro-indolin-2-one (17630-75-0) + 7-chloro-2-indolinone (25369-33-9)

Guidance literature:

With hydrogenchloride; at 60 ℃; for 1.5h; Yield given. Yields of byproduct given;

upstream raw materials:

1-methoxyindolin-2-one

methyl (2-nitro-3-chlorophenyl)acetate

Downstream raw materials:

C₂₆H₂₄ClN₃O₃

C₂₀H₁₂ClNO₄

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