6-Chloro-5-(2-hydroxyethyl)indolin-2-one

Base Information

• Chemical Name: 6-Chloro-5-(2-hydroxyethyl)indolin-2-one
• CAS No.: 510703-85-2
• Molecular Formula: C₁₀H₁₀ClNO₂
• Molecular Weight: 211.648
• DSSTox Substance ID: DTXSID801207479

Synonyms:6-Chloro-5-(2-hydroxyethyl)indolin-2-one;510703-85-2;6-chloro-5-(2-hydroxyethyl)-1,3-dihydroindol-2-one;2H-Indol-2-one, 6-chloro-1,3-dihydro-5-(2-hydroxyethyl)-;DTXSID801207479;MFCD29071379;SB65308;F51290;A913420;6-Chloro-1,3-dihydro-5-(2-hydroxyethyl)-2H-indol-2-one

Chemical Property of 6-Chloro-5-(2-hydroxyethyl)indolin-2-one

Chemical Property:

• Boiling Point: 409.1±45.0 °C(Predicted)
• Density: 1.380±0.06 g/cm3(Predicted)
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 211.0400063
• Heavy Atom Count: 14
• Complexity: 234

Purity/Quality:

97% ^*data from raw suppliers

6-Chloro-5-(2-hydroxyethyl)indolin-2-one 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C2=CC(=C(C=C2NC1=O)Cl)CCO

Technology Process of 6-Chloro-5-(2-hydroxyethyl)indolin-2-one

There total 6 articles about 6-Chloro-5-(2-hydroxyethyl)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: 75.0%

methyl 6-chloro-(2-oxindol-5-yl)acetate (510703-84-1) → 6-chloro-5-(2-hydroxyethyl)-2-oxindole (510703-85-2)

Guidance literature:

With sodium tetrahydroborate; Trimethyl borate; lithium bromide; In tetrahydrofuran; for 18h; Reflux;

DOI:10.1021/op020095k

Reference yield:

5-chloro-2,4-difluoronitrobenzene (1481-68-1) → 6-chloro-5-(2-hydroxyethyl)-2-oxindole (510703-85-2)

Guidance literature:

Multi-step reaction with 5 steps

1: N,N-dimethyl-formamide / 12 h / 100 °C

2: hydrogenchloride; acetic acid / water / 18 h / Reflux

3: thionyl chloride / 4 h / 20 °C

4: acetic acid; hydrogen / 3 h / 20 °C / 2327.23 Torr

5: sodium tetrahydroborate; lithium bromide; Trimethyl borate / tetrahydrofuran / 18 h / Reflux

With hydrogenchloride; sodium tetrahydroborate; thionyl chloride; Trimethyl borate; hydrogen; acetic acid; lithium bromide; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1021/op020095k

Reference yield:

tetraethyl 4-chloro-6-nitro-1,3-benzenedimalonate → 6-chloro-5-(2-hydroxyethyl)-2-oxindole (510703-85-2)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogenchloride; acetic acid / water / 18 h / Reflux

2: thionyl chloride / 4 h / 20 °C

3: acetic acid; hydrogen / 3 h / 20 °C / 2327.23 Torr

4: sodium tetrahydroborate; lithium bromide; Trimethyl borate / tetrahydrofuran / 18 h / Reflux

With hydrogenchloride; sodium tetrahydroborate; thionyl chloride; Trimethyl borate; hydrogen; acetic acid; lithium bromide; In tetrahydrofuran; water;

DOI:10.1021/op020095k

upstream raw materials:

5-chloro-2,4-difluoronitrobenzene

4-chloro-6-nitro-1,3-benzenediacetic acid

methyl 6-chloro-(2-oxindol-5-yl)acetate

2,4,5-Trichloronitrobenzene

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