N-(2-methoxyphenyl)-N-nitrosobenzenamine

Base Information

• Chemical Name: N-(2-methoxyphenyl)-N-nitrosobenzenamine
• CAS No.: 135055-85-5
• Molecular Formula: C₁₃H₁₂N₂O₂
• Molecular Weight: 228.25
• Mol file: 135055-85-5.mol

Synonyms:N-(2-methoxyphenyl)-N-nitrosobenzenamine

Chemical Property of N-(2-methoxyphenyl)-N-nitrosobenzenamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2-methoxyphenyl)-N-nitrosobenzenamine

There total 5 articles about N-(2-methoxyphenyl)-N-nitrosobenzenamine 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-methoxy-N-phenylaniline (1207-92-7) → N-(2-methoxyphenyl)-N-nitrosobenzenamine (135055-85-5)

Guidance literature:

With hydrogenchloride; sodium nitrite; In water; at 0 - 4 ℃; for 1h;

DOI:10.1248/cpb.39.572

Reference yield: 44.0%

methanol (67-56-1) + N-nitrosodiphenylamine (382165-80-2,86-30-6) → N-(2-methoxyphenyl)-N-nitrosobenzenamine (135055-85-5)

Guidance literature:

With dichloro bis(acetonitrile) palladium(II); [bis(acetoxy)iodo]benzene; at 30 ℃; for 24h; Sealed tube;

DOI:10.1021/jo501902d

Reference yield:

bromobenzene (108-86-1,52753-63-6) → N-(2-methoxyphenyl)-N-nitrosobenzenamine (135055-85-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / K₂CO₃, Cu-powder, I₂ / nitrobenzene / 34 h / Heating

2: 97 percent / 40percent H₂SO₄ / 10 h / Heating

3: 93 percent / NaNO₂, conc. HCl / H₂O / 1 h / 0 - 4 °C

With hydrogenchloride; sulfuric acid; iodine; copper; potassium carbonate; sodium nitrite; In water; nitrobenzene;

DOI:10.1248/cpb.39.572

upstream raw materials:

2-methoxy-N-phenylaniline

bromobenzene

2-methoxyacetanilide

N-(2-methoxyphenyl)-N-phenylacetamide

Downstream raw materials:

Ethyl pyruvate 2-(2-methoxyphenyl)phenylhydrazone

1-(2-Methoxyphenyl)-1-phenylhydrazine

Refernces

• 1、 Ishii,Sugiura,Kogusuri,Watanabe,Murakami. "Fischer indolization and its related compounds. XXIV. Fischer indolization of ethyl pyruvate 2-(2-methoxyphenyl)phenylhydrazone". . p. 572 - 578. Retrieved 2007/10/02.