exo-N-Phenyl-1,4-epoxy-1,4-dimethyl-1,2,3,4-tetrahydro-5-(phenylsulfonyl)-2,3-carbazoledicarboximide

Base Information

• Chemical Name: exo-N-Phenyl-1,4-epoxy-1,4-dimethyl-1,2,3,4-tetrahydro-5-(phenylsulfonyl)-2,3-carbazoledicarboximide
• CAS No.: 92399-39-8
• Molecular Formula: C₂₈H₂₂N₂O₅S
• Molecular Weight: 498.559
• Mol file: 92399-39-8.mol

Synonyms:exo-N-Phenyl-1,4-epoxy-1,4-dimethyl-1,2,3,4-tetrahydro-5-(phenylsulfonyl)-2,3-carbazoledicarboximide

Chemical Property of exo-N-Phenyl-1,4-epoxy-1,4-dimethyl-1,2,3,4-tetrahydro-5-(phenylsulfonyl)-2,3-carbazoledicarboximide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of exo-N-Phenyl-1,4-epoxy-1,4-dimethyl-1,2,3,4-tetrahydro-5-(phenylsulfonyl)-2,3-carbazoledicarboximide

There total 12 articles about exo-N-Phenyl-1,4-epoxy-1,4-dimethyl-1,2,3,4-tetrahydro-5-(phenylsulfonyl)-2,3-carbazoledicarboximide 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:

benzenesulfonyl chloride (98-09-9) → exo-N-Phenyl-1,4-epoxy-1,4-dimethyl-1,2,3,4-tetrahydro-5-(phenylsulfonyl)-2,3-carbazoledicarboximide (92399-39-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) lithium diisopropylamide / 1.) 1.5h, -70 deg C to room temp., 2.) -70 deg C to room temp.

3: brown MnO₂ / CHCl₃ / 26 h / Heating

4: anhydrous Na₂SO₄, trifluoroacetic acid / CH₂Cl₂ / 0.92 h / Heating

5: benzene / 1.) 15min, room temp., 2.) 0.5h, reflux

With manganese(IV) oxide; sodium sulfate; trifluoroacetic acid; lithium diisopropyl amide; In dichloromethane; chloroform; benzene;

DOI:10.1021/jo00197a039

Reference yield:

1-(1-Benzenesulfonyl-3-ethyl-1H-indol-2-yl)-ethanone (92399-34-3) → exo-N-Phenyl-1,4-epoxy-1,4-dimethyl-1,2,3,4-tetrahydro-5-(phenylsulfonyl)-2,3-carbazoledicarboximide (92399-39-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / N-bromosuccinimide / benzoyl peroxide / CCl₄ / 2.5 h / Heating

2: 96 percent / H₂O, sodium bicarbonate / tetrahydrofuran / 22.5 h

3: 99 percent / hexane; CH₂Cl₂ / 0.75 h / Heating

4: benzene / 1.) 15min, room temp., 2.) 0.5h, reflux

With N-Bromosuccinimide; water; sodium hydrogencarbonate; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; hexane; dichloromethane; benzene;

DOI:10.1021/jo00197a039

Reference yield:

1-<1-(Phenylsulfonyl)-3-ethylindol-2-yl>ethanol (92399-33-2) → exo-N-Phenyl-1,4-epoxy-1,4-dimethyl-1,2,3,4-tetrahydro-5-(phenylsulfonyl)-2,3-carbazoledicarboximide (92399-39-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / activated MnO₂ / CH₂Cl₂ / 16 h / Heating

2: 100 percent / N-bromosuccinimide / benzoyl peroxide / CCl₄ / 2.5 h / Heating

3: 96 percent / H₂O, sodium bicarbonate / tetrahydrofuran / 22.5 h

4: 99 percent / hexane; CH₂Cl₂ / 0.75 h / Heating

5: benzene / 1.) 15min, room temp., 2.) 0.5h, reflux

With manganese(IV) oxide; N-Bromosuccinimide; water; sodium hydrogencarbonate; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; hexane; dichloromethane; benzene;

DOI:10.1021/jo00197a039

upstream raw materials:

1,3-dimethyl-4-(phenylsulfonyl)-4H-furo[3,4-b]indole

dimethyl acetylenedicarboxylate

Indole-3-carboxaldehyde

1-(phenylsulfonyl)indole-3-carbaldehyde