4-N-(formyl)amino-5,5-diethoxy-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-benzo[c,d]indole

Base Information

Chemical Name:4-N-(formyl)amino-5,5-diethoxy-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-benzo[c,d]indole
CAS No.:849413-54-3
Molecular Formula:C₂₃H₂₆N₂O₅S
Molecular Weight:442.536
Hs Code.:

Synonyms:4-N-(formyl)amino-5,5-diethoxy-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-benzo[c,d]indole

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Chemical Property of 4-N-(formyl)amino-5,5-diethoxy-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-benzo[c,d]indole

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Technology Process of 4-N-(formyl)amino-5,5-diethoxy-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-benzo[c,d]indole

There total 7 articles about 4-N-(formyl)amino-5,5-diethoxy-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-benzo[c,d]indole 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: 71.0%

: 64-18-6
formic acid

: 849413-53-2
4-amino-5,5-diethoxy-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-benzo[c,d]indole

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

: 849413-54-3
4-N-(formyl)amino-5,5-diethoxy-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-benzo[c,d]indole

Guidance literature:: With pyridine; acetic anhydride; In dichloromethane; at 20 ℃; for 1.5h;
DOI:10.3987/COM-04-S(P)8

Reference yield:

: 3744-82-9
3,4-dihydrobenzo[cd]indol-5(1H)-one

: 849413-54-3
4-N-(formyl)amino-5,5-diethoxy-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-benzo[c,d]indole

Guidance literature:: Multi-step reaction with 6 steps

1: 90.7 percent / Bu₄NHSO₄; KOH / CH₂Cl₂ / 1.5 h / 0 - 20 °C

2: 77 percent / Br₂*1,4-dioxane / CCl₄; CHCl₃; diethyl ether / 3 h / 5 - 10 °C

3: 88 percent / NaN₃ / dimethylformamide; H₂O; acetic acid / 0.5 h / 5 - 20 °C

4: 74.6 percent / BF₃*OEt₂ / ethanol; CHCl₃ / 24 h / 20 °C

5: 90 percent / LAH / tetrahydrofuran / 3 h / 20 °C

6: 83.8 percent / diisopropyl ether / 48 h / 60 °C

With potassium hydroxide; lithium aluminium tetrahydride; sodium azide; boron trifluoride diethyl etherate; tetra(n-butyl)ammonium hydrogensulfate; dioxane dibromide; In tetrahydrofuran; tetrachloromethane; diethyl ether; ethanol; dichloromethane; chloroform; di-isopropyl ether; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.3987/COM-04-S(P)8

Reference yield:

: 37945-51-0
4-bromo-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-benzo[c,d]indol-5-one

: 849413-54-3
4-N-(formyl)amino-5,5-diethoxy-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-benzo[c,d]indole

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / NaN₃ / dimethylformamide; H₂O; acetic acid / 0.5 h / 5 - 20 °C

2: 74.6 percent / BF₃*OEt₂ / ethanol; CHCl₃ / 24 h / 20 °C

3: 90 percent / LAH / tetrahydrofuran / 3 h / 20 °C

4: 83.8 percent / diisopropyl ether / 48 h / 60 °C

With lithium aluminium tetrahydride; sodium azide; boron trifluoride diethyl etherate; In tetrahydrofuran; ethanol; chloroform; di-isopropyl ether; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.3987/COM-04-S(P)8