6-Chloro-1-methylindolin-2-one

Base Information

• Chemical Name: 6-Chloro-1-methylindolin-2-one
• CAS No.: 156136-55-9
• Molecular Formula: C₉H₈ClNO
• Molecular Weight: 181.622
• DSSTox Substance ID: DTXSID201257757
• Nikkaji Number: J2.975.117J
• ChEMBL ID: CHEMBL2381490

Synonyms:6-Chloro-1-methylindolin-2-one;156136-55-9;CHEMBL2381490;2H-Indol-2-one, 6-chloro-1,3-dihydro-1-methyl-;SCHEMBL1925736;DTXSID201257757;BDBM50434115;BS-46331;E84205;6-Chloro-1,3-dihydro-1-methyl-2H-indol-2-one;1-Methyl-6-chloro-2,3-dihydro-1H-indole-2-one

Chemical Property of 6-Chloro-1-methylindolin-2-one

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 181.0294416
• Heavy Atom Count: 12
• Complexity: 207

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN1C(=O)CC2=C1C=C(C=C2)Cl

Technology Process of 6-Chloro-1-methylindolin-2-one

There total 1 articles about 6-Chloro-1-methylindolin-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-chloroisatin (6341-92-0) → 6-chloro-1,3-dihydro-1-methyl-2H-indol-2-one (156136-55-9)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrazine hydrate / ethanol / 0.5 h / Heating

2: Na / ethanol / Heating

3: NaOH / H₂O / Heating

With sodium hydroxide; sodium; hydrazine hydrate; In ethanol; water;

DOI:10.1021/jm00039a016

Reference yield: 92.0%

1,3-diphenyl-1-propyn-3-ol (1817-49-8) + 6-chloro-1,3-dihydro-1-methyl-2H-indol-2-one (156136-55-9) → 6-chloro-5-(1,3-diphenylprop-2-ynyl)-1-methylindolin-2-one (1310025-09-2)

Guidance literature:

With toluene-4-sulfonic acid; In nitromethane; at 90 ℃; for 5h;

DOI:10.1039/c0ob01144d

Reference yield: 90.0%

(E)-(E)-4-oxo-4-phenylbut-2-en-1-yl 4-oxo-4-phenylbut-2-enoate (1579957-18-8) + 6-chloro-1,3-dihydro-1-methyl-2H-indol-2-one (156136-55-9) → (3R,3'R,5'R)-6-chloro-1-methyl-3',5'-bis(2-oxo-2-phenylethyl)-5',6'-dihydrospiro[indoline-3,4'-pyran]-2,2'(3'H)-dione (1579957-38-2)

Guidance literature:

With C₁₉H₂₅F₆N₃S; In toluene; at 20 ℃; for 72h; enantioselective reaction;

DOI:10.1021/ol500547e

upstream raw materials:

6-chloroisatin

Downstream raw materials:

6-Chloro-1-methyl-2-thioxo-2,3-dihydro-1H-indole-3-carboxylic acid phenylamide

6-chloro-5-(1,3-diphenylprop-2-ynyl)-1-methylindolin-2-one

C₂₀H₁₈Cl₂N₂O₅

(3R,3'R,5'R)-6-chloro-1-methyl-3',5'-bis(2-oxo-2-phenylethyl)-5',6'-dihydrospiro[indoline-3,4'-pyran]-2,2'(3'H)-dione

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