N-benzyl-N-(1-(4-nitrophenyl)-3-phenylprop-2-yn-1-yl)hydroxylamine

Base Information

• Chemical Name: N-benzyl-N-(1-(4-nitrophenyl)-3-phenylprop-2-yn-1-yl)hydroxylamine
• CAS No.: 1165676-85-6
• Molecular Formula: C₂₂H₁₈N₂O₃
• Molecular Weight: 358.397
• Mol file: 1165676-85-6.mol

Synonyms:N-benzyl-N-(1-(4-nitrophenyl)-3-phenylprop-2-yn-1-yl)hydroxylamine

Chemical Property of N-benzyl-N-(1-(4-nitrophenyl)-3-phenylprop-2-yn-1-yl)hydroxylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-benzyl-N-(1-(4-nitrophenyl)-3-phenylprop-2-yn-1-yl)hydroxylamine

There total 4 articles about N-benzyl-N-(1-(4-nitrophenyl)-3-phenylprop-2-yn-1-yl)hydroxylamine 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%

N-benzyl-4-nitro-isobenzaldoxime (22661-23-0) + phenylacetylene (536-74-3) → N-benzyl-N-(1-(4-nitrophenyl)-3-phenylprop-2-yn-1-yl)hydroxylamine (1165676-85-6)

Guidance literature:

With In(hexamethyldisilazide)₂(trifluoromethanesulfonate); In tetrahydrofuran; at 25 ℃; for 18h;

DOI:10.1039/c4sc01332h

Reference yield: 82.0%

phenylacetylene (536-74-3) + (Z)-N-(4-nitrobenzylidene)-1-phenylmethanamine oxide (263386-39-6,22661-23-0) → N-benzyl-N-(1-(4-nitrophenyl)-3-phenylprop-2-yn-1-yl)hydroxylamine (1165676-85-6)

Guidance literature:

phenylacetylene; (Z)-N-(4-nitrobenzylidene)-1-phenylmethanamine oxide; With trimethylsilyl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; zinc dibromide; In diethyl ether; at 20 ℃; for 4h; Inert atmosphere;

With toluene-4-sulfonic acid; In methanol; for 1h;

DOI:10.1021/acs.joc.6b01499

Reference yield:

N-benzyl hydroxylalmine (622-30-0) → N-benzyl-N-(1-(4-nitrophenyl)-3-phenylprop-2-yn-1-yl)hydroxylamine (1165676-85-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene / 12 h / 20 °C / Molecular sieve

2.1: zinc dibromide; N-ethyl-N,N-diisopropylamine; trimethylsilyl trifluoromethanesulfonate / diethyl ether / 4 h / 20 °C / Inert atmosphere

2.2: 1 h

With trimethylsilyl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; zinc dibromide; In diethyl ether; toluene;

DOI:10.1021/acs.joc.6b01499

upstream raw materials:

N-benzyl-4-nitro-isobenzaldoxime

phenylacetylene

(Z)-N-(4-nitrobenzylidene)-1-phenylmethanamine oxide

N-benzyl hydroxylalmine