5-Chloro-1,3,3-trimethylindoline

Base Information

• Chemical Name: 5-Chloro-1,3,3-trimethylindoline
• CAS No.: 66113-37-9
• Molecular Formula: C₁₁H₁₄ClN
• Molecular Weight: 195.692
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50507337
• Wikidata: Q82363507
• Mol file: 66113-37-9.mol

Synonyms:5-Chloro-1,3,3-trimethylindoline;66113-37-9;5-CHLORO-1,3,3-TRIMETHYL-2H-INDOLE;SCHEMBL3308604;DTXSID50507337;SB65279;5-Chloro-1,3,3-trimethyl-2,3-dihydro-1H-indole

Chemical Property of 5-Chloro-1,3,3-trimethylindoline

Chemical Property:

• Boiling Point: 282.0±40.0 °C(Predicted)
• PKA: 5.40±0.40(Predicted)
• PSA: 3.24000
• Density: 1.087±0.06 g/cm3(Predicted)
• LogP: 3.13240
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 195.0814771
• Heavy Atom Count: 13
• Complexity: 202

Purity/Quality:

5-Chloro-1,3,3-trimethylindoline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(CN(C2=C1C=C(C=C2)Cl)C)C

Technology Process of 5-Chloro-1,3,3-trimethylindoline

There total 4 articles about 5-Chloro-1,3,3-trimethylindoline 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: 87.0%

5-chloro-1,3-dihydro-1,3,3-trimethyl-2H-indol-2-one (74492-45-8) → 5-chloro-1,3,3-trimethylindoline (66113-37-9)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; R_.T, 2 h then reflux, 2 h;

DOI:10.1248/cpb.28.3639

Reference yield:

3,3-dimethyloxindole (19155-24-9) → 5-chloro-1,3,3-trimethylindoline (66113-37-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / 1-chlorobenzotriazole / CH₂Cl₂ / 17 h / Ambient temperature

2: 93 percent / potassium hydride, 18-crown-6 / benzene / 2 h / Ambient temperature

3: 87 percent / LiAlH₄ / diethyl ether / R_.T, 2 h then reflux, 2 h

With lithium aluminium tetrahydride; 18-crown-6 ether; potassium hydride; N-chlorobenzotriazole; In diethyl ether; dichloromethane; benzene;

DOI:10.1248/cpb.28.3639

Reference yield:

1,3,3-trimethyl-1,3-dihydro-2H-indol-2-one (20200-86-6) → 5-chloro-1,3,3-trimethylindoline (66113-37-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / NCS / 2-methyl-propan-2-ol / 17 h / 50 °C

2: 87 percent / LiAlH₄ / diethyl ether / R_.T, 2 h then reflux, 2 h

With N-chloro-succinimide; lithium aluminium tetrahydride; In diethyl ether; tert-butyl alcohol;

DOI:10.1248/cpb.28.3639

upstream raw materials:

5-chloro-1,3-dihydro-1,3,3-trimethyl-2H-indol-2-one

3,3-dimethyloxindole

1,3,3-trimethyl-1,3-dihydro-2H-indol-2-one

5-chloro-3,3-dimethylindolin-2-one

Downstream raw materials:

5-benzyloxy-1,3,3-trimethylindoline

Refernces