Benzyl-[2-(1H-indol-3-yl)-ethyl]-[1-methylsulfanyl-eth-(Z)-ylidene]-ammonium; iodide

Base Information

• Chemical Name: Benzyl-[2-(1H-indol-3-yl)-ethyl]-[1-methylsulfanyl-eth-(Z)-ylidene]-ammonium; iodide
• CAS No.: 104331-15-9
• Molecular Formula: C₂₀H₂₃N₂S*I
• Molecular Weight: 450.387

Synonyms:Benzyl-[2-(1H-indol-3-yl)-ethyl]-[1-methylsulfanyl-eth-(Z)-ylidene]-ammonium; iodide

Chemical Property of Benzyl-[2-(1H-indol-3-yl)-ethyl]-[1-methylsulfanyl-eth-(Z)-ylidene]-ammonium; iodide

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Technology Process of Benzyl-[2-(1H-indol-3-yl)-ethyl]-[1-methylsulfanyl-eth-(Z)-ylidene]-ammonium; iodide

There total 2 articles about Benzyl-[2-(1H-indol-3-yl)-ethyl]-[1-methylsulfanyl-eth-(Z)-ylidene]-ammonium; iodide 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: 74.0%

N-benzyl-N-<2-(3-indolyl)ethyl>thioacetamide (85239-45-8) + methyl iodide (74-88-4) → Benzyl-[2-(1H-indol-3-yl)-ethyl]-[1-methylsulfanyl-eth-(Z)-ylidene]-ammonium; iodide (104331-15-9)

Guidance literature:

In acetonitrile; for 3h; Ambient temperature;

DOI:10.1248/cpb.33.3237

Reference yield:

N-acetyl N-benzyltryptamine (17333-54-9) → Benzyl-[2-(1H-indol-3-yl)-ethyl]-[1-methylsulfanyl-eth-(Z)-ylidene]-ammonium; iodide (104331-15-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / Lawesson's reagent / 1,2-dimethoxy-ethane / 3 h / Ambient temperature

2: 74 percent / acetonitrile / 3 h / Ambient temperature

With Lawessons reagent; In 1,2-dimethoxyethane; acetonitrile;

DOI:10.1248/cpb.33.3237

Reference yield: 95.0%

Benzyl-[2-(1H-indol-3-yl)-ethyl]-[1-methylsulfanyl-eth-(Z)-ylidene]-ammonium; iodide (104331-15-9) → Nα-benzyl-nα-ethyltryptamine (15834-82-9)

Guidance literature:

With sodium tetrahydroborate; In methanol; at -78 ℃; for 1h;

DOI:10.1248/cpb.33.3237

upstream raw materials:

N-benzyl-N-<2-(3-indolyl)ethyl>thioacetamide

methyl iodide

N-acetyl N-benzyltryptamine

Downstream raw materials:

N^α-benzyl-n^α-ethyltryptamine

2-benzyl-1-methyl-3,4-dihydro-9H-pyrido<3,4-b>indolium iodide

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