N,N-dimethyl 3-trimethylsilyl-4-(p-methoxyphenyl)-1H-pyrrole-1-sulfonamide

Base Information

Chemical Name:N,N-dimethyl 3-trimethylsilyl-4-(p-methoxyphenyl)-1H-pyrrole-1-sulfonamide
CAS No.:278167-40-1
Molecular Formula:C₁₆H₂₄N₂O₃SSi
Molecular Weight:352.53
Hs Code.:

Synonyms:N,N-dimethyl 3-trimethylsilyl-4-(p-methoxyphenyl)-1H-pyrrole-1-sulfonamide

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Chemical Property of N,N-dimethyl 3-trimethylsilyl-4-(p-methoxyphenyl)-1H-pyrrole-1-sulfonamide

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Technology Process of N,N-dimethyl 3-trimethylsilyl-4-(p-methoxyphenyl)-1H-pyrrole-1-sulfonamide

There total 5 articles about N,N-dimethyl 3-trimethylsilyl-4-(p-methoxyphenyl)-1H-pyrrole-1-sulfonamide 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: 97.0%

: 5720-07-0
4-methoxyphenylboronic acid

: 278167-18-3
N,N-dimethyl 3-trimethylsilyl-4-iodo-1H-pyrrole-1-sulfonamide

: 278167-40-1
N,N-dimethyl 3-trimethylsilyl-4-(p-methoxyphenyl)-1H-pyrrole-1-sulfonamide

Guidance literature:: With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; toluene; at 90 - 100 ℃; for 12h;
DOI:10.1021/jo991531c

Reference yield:

: 278167-17-2
N-N-dimethyl 3,4-bis(trimethylsilyl)-1H-pyrrole-1-sulfonamide

: 278167-40-1
N,N-dimethyl 3-trimethylsilyl-4-(p-methoxyphenyl)-1H-pyrrole-1-sulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / silver trifluoroacetate; I₂ / tetrahydrofuran / 1 h / -35 °C

2: 97 percent / Na₂CO₃ / Pd(PPh₃)4 / methanol; toluene / 12 h / 90 - 100 °C

With iodine; silver trifluoroacetate; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; toluene; 1: Substitution / 2: Suzuki coupling reaction;
DOI:10.1021/jo991531c

Reference yield:

: 195820-65-6
3,4-bis(trimethylsilyl)-1H-pyrrole

: 278167-40-1
N,N-dimethyl 3-trimethylsilyl-4-(p-methoxyphenyl)-1H-pyrrole-1-sulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide / 2 h / 0 °C

1.2: 97 percent / dimethylformamide / 2 h / 0 - 20 °C

2.1: 83 percent / silver trifluoroacetate; I₂ / tetrahydrofuran / 1 h / -35 °C

3.1: 97 percent / Na₂CO₃ / Pd(PPh₃)4 / methanol; toluene / 12 h / 90 - 100 °C

With iodine; silver trifluoroacetate; sodium hydride; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene; 1.1: Metallation / 1.2: Substitution / 2.1: Substitution / 3.1: Suzuki coupling reaction;
DOI:10.1021/jo991531c