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

Base Information

Chemical Name:4-[N-(methoxycarbonyl)-N-propargyl]amino-5,5-ethylenedioxy-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-benzo[c,d]indole
CAS No.:41455-46-3
Molecular Formula:C₂₅H₂₄N₂O₆S
Molecular Weight:480.541
Hs Code.:

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

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

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

There total 9 articles about 4-[N-(methoxycarbonyl)-N-propargyl]amino-5,5-ethylenedioxy-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: 68.0%

: 41455-42-9
4-(N-methoxycarbonyl)amino-5,5-ethylenedioxy-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-benzo[c,d]indole

: 106-96-7
propargyl bromide

: 41455-46-3
4-[N-(methoxycarbonyl)-N-propargyl]amino-5,5-ethylenedioxy-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-benzo[c,d]indole

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; toluene; benzene; at 20 ℃; for 3h;
DOI:10.3987/COM-04-S(P)8

Reference yield:

: 41455-40-7
4-amino-5,5-ethylenedioxy-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-benzo[c,d]indole

: 41455-46-3
4-[N-(methoxycarbonyl)-N-propargyl]amino-5,5-ethylenedioxy-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-benzo[c,d]indole

Guidance literature:: Multi-step reaction with 2 steps

1: 71.9 percent / NaHCO₃ / tetrahydrofuran; H₂O / 0.5 h / 5 - 10 °C

2: 68 percent / NaH / benzene; dimethylformamide; toluene / 3 h / 20 °C

With sodium hydride; sodium hydrogencarbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.3987/COM-04-S(P)8

Reference yield:

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

: 41455-46-3
4-[N-(methoxycarbonyl)-N-propargyl]amino-5,5-ethylenedioxy-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-benzo[c,d]indole

Guidance literature:: Multi-step reaction with 7 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: 95 percent / BF₃*OEt₂ / CHCl₃ / 28 h / 20 °C

5: 97 percent / LAH / tetrahydrofuran / 0 - 20 °C

6: 71.9 percent / NaHCO₃ / tetrahydrofuran; H₂O / 0.5 h / 5 - 10 °C

7: 68 percent / NaH / benzene; dimethylformamide; toluene / 3 h / 20 °C

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