N-Allyl-N-(1-benzenesulfonyl-3-hydroxymethyl-4-iodo-6-methoxy-2,3-dihydro-1H-indol-5-yl)-benzenesulfonamide

Base Information

Chemical Name:N-Allyl-N-(1-benzenesulfonyl-3-hydroxymethyl-4-iodo-6-methoxy-2,3-dihydro-1H-indol-5-yl)-benzenesulfonamide
CAS No.:165817-08-3
Molecular Formula:C₂₅H₂₅IN₂O₆S₂
Molecular Weight:640.52
Hs Code.:

Synonyms:N-Allyl-N-(1-benzenesulfonyl-3-hydroxymethyl-4-iodo-6-methoxy-2,3-dihydro-1H-indol-5-yl)-benzenesulfonamide

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Chemical Property of N-Allyl-N-(1-benzenesulfonyl-3-hydroxymethyl-4-iodo-6-methoxy-2,3-dihydro-1H-indol-5-yl)-benzenesulfonamide

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Technology Process of N-Allyl-N-(1-benzenesulfonyl-3-hydroxymethyl-4-iodo-6-methoxy-2,3-dihydro-1H-indol-5-yl)-benzenesulfonamide

There total 11 articles about N-Allyl-N-(1-benzenesulfonyl-3-hydroxymethyl-4-iodo-6-methoxy-2,3-dihydro-1H-indol-5-yl)-benzenesulfonamide 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: 95.0%

: 165817-07-2
N-Allyl-N-(1-benzenesulfonyl-4-iodo-3-iodomethyl-6-methoxy-2,3-dihydro-1H-indol-5-yl)-benzenesulfonamide

: 165817-08-3
N-Allyl-N-(1-benzenesulfonyl-3-hydroxymethyl-4-iodo-6-methoxy-2,3-dihydro-1H-indol-5-yl)-benzenesulfonamide

Guidance literature:: With water; silica gel; silver(l) oxide; In acetone; at 20 ℃; for 48h;
DOI:10.1002/(SICI)1521-3765(19980807)4:8<1554::AID-CHEM1554>3.0.CO;2-J

Reference yield:

: 97-52-9
2-methoxy-4-nitrophenylamine

: 165817-08-3
N-Allyl-N-(1-benzenesulfonyl-3-hydroxymethyl-4-iodo-6-methoxy-2,3-dihydro-1H-indol-5-yl)-benzenesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1: 96 percent / NBS / tetrahydrofuran / 1.) -78 deg C, 3 h, 2.) 20 deg C, 20 h

2: 98 percent / N₂H₄*H₂O, FeCl₃*H₂O, activated carbon / methanol / Heating

3: 81 percent / pyridine / 3 h / 80 °C

4: 80 percent / NaH, nBu₄NI / tetrahydrofuran / 1.) 50 deg C, 1 h, 2.) reflux, 5 h

5: 1.) tBuLi, Cp₂ZrMeCl, 2.) I₂ / 1.) THF, hexane, -78deg C, 1 h; 20 deg C, 18 h, 2.) THF, hexane, CH₂Cl₂, 0 deg C, 1 h; 20 deg C, 36 h

6: 95 percent / Ag₂O/SiO₂, H₂O / acetone / 48 h / 20 °C

With pyridine; N-Bromosuccinimide; zirconocene methyl chloride; water; iodine; tert.-butyl lithium; silica gel; iron(III) chloride; tetra-(n-butyl)ammonium iodide; sodium hydride; pyrographite; hydrazine hydrate; silver(l) oxide; In tetrahydrofuran; methanol; acetone;
DOI:10.1002/(SICI)1521-3765(19980807)4:8<1554::AID-CHEM1554>3.0.CO;2-J

Reference yield:

: 16618-66-9
2-bromo-6-methoxy-4-nitro-phenylamine

: 165817-08-3
N-Allyl-N-(1-benzenesulfonyl-3-hydroxymethyl-4-iodo-6-methoxy-2,3-dihydro-1H-indol-5-yl)-benzenesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / N₂H₄*H₂O, FeCl₃*H₂O, activated carbon / methanol / Heating

2: 81 percent / pyridine / 3 h / 80 °C

3: 80 percent / NaH, nBu₄NI / tetrahydrofuran / 1.) 50 deg C, 1 h, 2.) reflux, 5 h

4: 1.) tBuLi, Cp₂ZrMeCl, 2.) I₂ / 1.) THF, hexane, -78deg C, 1 h; 20 deg C, 18 h, 2.) THF, hexane, CH₂Cl₂, 0 deg C, 1 h; 20 deg C, 36 h

5: 95 percent / Ag₂O/SiO₂, H₂O / acetone / 48 h / 20 °C

With pyridine; zirconocene methyl chloride; water; iodine; tert.-butyl lithium; silica gel; iron(III) chloride; tetra-(n-butyl)ammonium iodide; sodium hydride; pyrographite; hydrazine hydrate; silver(l) oxide; In tetrahydrofuran; methanol; acetone;
DOI:10.1002/(SICI)1521-3765(19980807)4:8<1554::AID-CHEM1554>3.0.CO;2-J