N-[2-(5-Methoxy-1H-indole-3-yl)ethyl]-2-chloroacetamide

Base Information

• Chemical Name: N-[2-(5-Methoxy-1H-indole-3-yl)ethyl]-2-chloroacetamide
• CAS No.: 21424-91-9
• Molecular Formula: C₁₃H₁₅ClN₂O₂
• Molecular Weight: 266.727
• Hs Code.: 2933990090
• Mol file: 21424-91-9.mol

Synonyms:acetamide,2-chloro-n-[2-(5-methoxy-1h-indol-3-yl)ethyl];3-(2-Chloracetamino-ethyl)-5-methoxyindol;Nb-chloroacetyl-5-methoxytryptamine;5-Methoxytryptamin-chloracetamid;N-Chloracetyl-5-methoxytryptamin;Isamide;2-chloro-N-[2-(5-methoxyindol-3-yl)ethyl]acetamide;

Chemical Property of N-[2-(5-Methoxy-1H-indole-3-yl)ethyl]-2-chloroacetamide

Chemical Property:

• Vapor Pressure: 1.11E-11mmHg at 25°C
• Boiling Point: 538.9°Cat760mmHg
• Flash Point: 279.7°C
• PSA: 54.12000
• Density: 1.276g/cm³
• LogP: 2.46490

Purity/Quality:

98%min ^*data from raw suppliers

2-Chloro-N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-[2-(5-Methoxy-1H-indole-3-yl)ethyl]-2-chloroacetamide

There total 7 articles about N-[2-(5-Methoxy-1H-indole-3-yl)ethyl]-2-chloroacetamide 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: 93.0%

2-(5-methoxyindol-3-yl)ethylamine (608-07-1) + chloroacetyl chloride (79-04-9) → N-Chloracetyl-5-methoxytryptamin (21424-91-9)

Guidance literature:

With triethylamine; In chloroform; at 20 ℃; for 1h;

DOI:10.3987/COM-00-8930

Reference yield: 20.0%

3-(2-aminoethyl)-1H-indol-5-ol (50-67-9) + chloroacetyl chloride (79-04-9) → N-Chloracetyl-5-methoxytryptamin (21424-91-9)

Guidance literature:

In chloroform; at 0 ℃; for 0.5h;

DOI:10.1016/S0040-4039(00)88925-X

Reference yield:

methyl 2-(1-H-indol-3-yl)ethylcarbamate (58635-45-3) → N-Chloracetyl-5-methoxytryptamin (21424-91-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 97 percent / Et₃SiH / trifluoroacetic acid / 3 h / 60 °C

2: 65 percent / H₂O₂ / Na₂WO₄*2H₂O / methanol; H₂O / 0.5 h / 20 °C

3: 94 percent / BF₃ / 0.67 h / Heating

4: 99 percent / aq. NaOH / methanol / 4 h / Heating

5: 93 percent / Et₃N / CHCl₃ / 1 h / 20 °C

With triethylsilane; sodium hydroxide; boron trifluoride; dihydrogen peroxide; triethylamine; sodium tungstate; In methanol; chloroform; water; trifluoroacetic acid; 1: Hydrogenation / 2: Oxidation / 3: Elimination / 4: Hydrolysis / 5: chloroacetylation;

DOI:10.3987/COM-00-8930

upstream raw materials:

3-(2-aminoethyl)-1H-indol-5-ol

chloroacetyl chloride

2-(5-methoxyindol-3-yl)ethylamine

methyl 2-(1-H-indol-3-yl)ethylcarbamate