1-(4-butoxybutyl)-2,3,4,9-tetrahydro-4,9-dioxo-2-(phenylthio)-1H-benzindole

Base Information

• Chemical Name: 1-(4-butoxybutyl)-2,3,4,9-tetrahydro-4,9-dioxo-2-(phenylthio)-1H-benzindole
• CAS No.: 114201-27-3
• Molecular Formula: C₂₇H₂₈N₂O₃S
• Molecular Weight: 460.597

Synonyms:

Chemical Property of 1-(4-butoxybutyl)-2,3,4,9-tetrahydro-4,9-dioxo-2-(phenylthio)-1H-benzindole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(4-butoxybutyl)-2,3,4,9-tetrahydro-4,9-dioxo-2-(phenylthio)-1H-benzindole

There total 6 articles about 1-(4-butoxybutyl)-2,3,4,9-tetrahydro-4,9-dioxo-2-(phenylthio)-1H-benzindole 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: 20.0%

1,4-dihydro-1,4-dioxo-α-<(phenylthio)methylene>-3-(1-pyrrolidinyl)-2-naphthaleneacetonitrile (114201-09-1) → 1-(4-butoxybutyl)-2,3,4,9-tetrahydro-4,9-dioxo-2-(phenylthio)-1H-benzindole (114201-27-3)

Guidance literature:

In butan-1-ol; at 90 ℃; for 8h;

DOI:10.1021/jo00245a028

Reference yield:

2-bromo-3-(2-bromomethyl)-1,4-dimethoxynaphthalene (86489-90-9) → 1-(4-butoxybutyl)-2,3,4,9-tetrahydro-4,9-dioxo-2-(phenylthio)-1H-benzindole (114201-27-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 77 percent / 18-crown-6 / acetonitrile / 5 h / Heating

2: 1.) 80percent NaH / 1.) toluen, 110 deg C, 2 h, 2.) 50 deg C, 15 h

3: 1.) pyridine, 2.) tosyl chloride / 1.) 0 deg C, 30 min, 2.) RT, 48 h

4: 48 percent / ceric ammonium nitrate / acetonitrile; H₂O / 1.5 h / Ambient temperature

5: 71 percent / benzene; ethanol / 1 h / 0 °C

6: 20 percent / butan-1-ol / 8 h / 90 °C

With pyridine; ammonium cerium(IV) nitrate; 18-crown-6 ether; sodium hydride; p-toluenesulfonyl chloride; In ethanol; water; acetonitrile; butan-1-ol; benzene;

DOI:10.1021/jo00245a028

Reference yield:

3-bromo-1,4-dimethoxy-2-naphthaleneacetonitrile (114200-92-9) → 1-(4-butoxybutyl)-2,3,4,9-tetrahydro-4,9-dioxo-2-(phenylthio)-1H-benzindole (114201-27-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) 80percent NaH / 1.) toluen, 110 deg C, 2 h, 2.) 50 deg C, 15 h

2: 1.) pyridine, 2.) tosyl chloride / 1.) 0 deg C, 30 min, 2.) RT, 48 h

3: 48 percent / ceric ammonium nitrate / acetonitrile; H₂O / 1.5 h / Ambient temperature

4: 71 percent / benzene; ethanol / 1 h / 0 °C

5: 20 percent / butan-1-ol / 8 h / 90 °C

With pyridine; ammonium cerium(IV) nitrate; sodium hydride; p-toluenesulfonyl chloride; In ethanol; water; acetonitrile; butan-1-ol; benzene;

DOI:10.1021/jo00245a028

upstream raw materials:

1,4-dihydro-1,4-dioxo-α-<(phenylthio)methylene>-3-(1-pyrrolidinyl)-2-naphthaleneacetonitrile

2-bromo-3-(2-bromomethyl)-1,4-dimethoxynaphthalene

3-bromo-1,4-dimethoxy-2-naphthaleneacetonitrile

(E/Z)-3-bromo-1,4-dihydro-1,4-dioxo-α-<(phenylthio)methylene>-2-naphthaleneacetonitrile

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