1,4-Dihydro-4-[(4-methylphenyl)sulfonyl]cyclopent[b]indol-3(2H)-one

Base Information

Chemical Name:1,4-Dihydro-4-[(4-methylphenyl)sulfonyl]cyclopent[b]indol-3(2H)-one
CAS No.:92013-08-6
Molecular Formula:C₂₁H₂₃NO₃SSi
Molecular Weight:397.57
Hs Code.:
DSSTox Substance ID:DTXSID601161946

Synonyms:DTXSID601161946;1,4-Dihydro-4-[(4-methylphenyl)sulfonyl]cyclopent[b]indol-3(2H)-one;92013-08-6

Suppliers and Price of 1,4-Dihydro-4-[(4-methylphenyl)sulfonyl]cyclopent[b]indol-3(2H)-one

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1,4-Dihydro-4-[(4-methylphenyl)sulfonyl]cyclopent[b]indol-3(2H)-one

Chemical Property:

XLogP3:3.7
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:325.07726451
Heavy Atom Count:23
Complexity:574

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC1=CC=C(C=C1)S(=O)(=O)N2C3=CC=CC=C3C4=C2C(=O)CC4

Technology Process of 1,4-Dihydro-4-[(4-methylphenyl)sulfonyl]cyclopent[b]indol-3(2H)-one

There total 8 articles about 1,4-Dihydro-4-[(4-methylphenyl)sulfonyl]cyclopent[b]indol-3(2H)-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: 34.0%

: 92013-07-5
Sodium; 3-[1-(toluene-4-sulfonyl)-4-trimethylsilanyl-1H-indol-3-yl]-propionate

: 37945-46-3
1-(toluene-4-sulfonyl)-3,4-dihydro-1H-benzo[c,d]indol-5-one

: 92013-08-6
4-(Toluene-4-sulfonyl)-8-trimethylsilanyl-1,4-dihydro-2H-cyclopenta[b]indol-3-one

Guidance literature:: With aluminium trichloride; diethyl chlorophosphate; Yield given. Multistep reaction; 1) CH₂Cl₂, room temperature, 30 min, 2) room temperature, overnight;
DOI:10.1021/jo00197a016

Reference yield:

: 120-72-9
indole

: 92013-08-6
4-(Toluene-4-sulfonyl)-8-trimethylsilanyl-1,4-dihydro-2H-cyclopenta[b]indol-3-one

Guidance literature:: Multi-step reaction with 8 steps

1: NaH / 1) THF, 20-45 deg C, overnight, ultrasonic bath, 2) THF, 0 deg C, 3) reflux, 5 h

2: 1) Li, 2) p-benzoquinone / 1) THF, 5-10 deg C, 4 h, ultrasonic bath, 2) 45 deg C, overnight, 3) H₂CCl₂, 0 deg C, 3 h

3: 48 percent / CH₂Cl₂ / 4 h

4: 97 percent / acetonitrile / Heating

5: 76 percent / Bu₃SnH, Me₂(CN)CN=NC(CN)Me₂ / benzene / 4 h / Heating

6: KH / 1) THF, -50 to -30 deg C, 2) room temperature, 30 min

7: NaOH / methanol / 3 h / 60 °C

8: 34 percent / 1) (EtO)2P(O)Cl, 2) AlCl₃ / 1) CH₂Cl₂, room temperature, 30 min, 2) room temperature, overnight

With sodium hydroxide; aluminium trichloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; lithium; potassium hydride; sodium hydride; diethyl chlorophosphate; p-benzoquinone; In methanol; dichloromethane; acetonitrile; benzene;
DOI:10.1021/jo00197a016

Reference yield:

: 17983-42-5
trimethylsilyl indole

: 92013-08-6
4-(Toluene-4-sulfonyl)-8-trimethylsilanyl-1,4-dihydro-2H-cyclopenta[b]indol-3-one

Guidance literature:: Multi-step reaction with 7 steps

1: 1) Li, 2) p-benzoquinone / 1) THF, 5-10 deg C, 4 h, ultrasonic bath, 2) 45 deg C, overnight, 3) H₂CCl₂, 0 deg C, 3 h

2: 48 percent / CH₂Cl₂ / 4 h

3: 97 percent / acetonitrile / Heating

4: 76 percent / Bu₃SnH, Me₂(CN)CN=NC(CN)Me₂ / benzene / 4 h / Heating

5: KH / 1) THF, -50 to -30 deg C, 2) room temperature, 30 min

6: NaOH / methanol / 3 h / 60 °C

7: 34 percent / 1) (EtO)2P(O)Cl, 2) AlCl₃ / 1) CH₂Cl₂, room temperature, 30 min, 2) room temperature, overnight

With sodium hydroxide; aluminium trichloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; lithium; potassium hydride; diethyl chlorophosphate; p-benzoquinone; In methanol; dichloromethane; acetonitrile; benzene;
DOI:10.1021/jo00197a016