(2E/Z)-3-[[3-bromo-4-methoxyphenyl]amino]-2-cyano-N-(2,4-dichloro-5-methoxyphenyl)-2-propenamide

Base Information

• Chemical Name: (2E/Z)-3-[[3-bromo-4-methoxyphenyl]amino]-2-cyano-N-(2,4-dichloro-5-methoxyphenyl)-2-propenamide
• CAS No.: 846023-35-6
• Molecular Formula: C₁₈H₁₄BrCl₂N₃O₃
• Molecular Weight: 471.137

Synonyms:(2E/Z)-3-[[3-bromo-4-methoxyphenyl]amino]-2-cyano-N-(2,4-dichloro-5-methoxyphenyl)-2-propenamide

Chemical Property of (2E/Z)-3-[[3-bromo-4-methoxyphenyl]amino]-2-cyano-N-(2,4-dichloro-5-methoxyphenyl)-2-propenamide

Chemical Property:

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Technology Process of (2E/Z)-3-[[3-bromo-4-methoxyphenyl]amino]-2-cyano-N-(2,4-dichloro-5-methoxyphenyl)-2-propenamide

There total 2 articles about (2E/Z)-3-[[3-bromo-4-methoxyphenyl]amino]-2-cyano-N-(2,4-dichloro-5-methoxyphenyl)-2-propenamide 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: 23.0%

2-cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide (846023-24-3) + 3-bromo-p-anisidine (19056-41-8) + orthoformic acid triethyl ester (122-51-0) → (2E/Z)-3-[[3-bromo-4-methoxyphenyl]amino]-2-cyano-N-(2,4-dichloro-5-methoxyphenyl)-2-propenamide (846023-35-6)

Guidance literature:

2-cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide; 3-bromo-p-anisidine; In isopropyl alcohol; Heating;

orthoformic acid triethyl ester; In isopropyl alcohol; for 6h; Heating;

DOI:10.1021/jm061031t

Reference yield:

2,4-dichloro-5-methoxyaniline (98446-49-2) → (2E/Z)-3-[[3-bromo-4-methoxyphenyl]amino]-2-cyano-N-(2,4-dichloro-5-methoxyphenyl)-2-propenamide (846023-35-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 88 percent / 1,3-diisopropylcarbodiimide / tetrahydrofuran / 0.5 h / Heating

2.1: propan-2-ol / Heating

2.2: 23 percent / propan-2-ol / 6 h / Heating

With diisopropyl-carbodiimide; In tetrahydrofuran; isopropyl alcohol;

DOI:10.1021/jm061031t

Reference yield: 45.0%

(2E/Z)-3-[[3-bromo-4-methoxyphenyl]amino]-2-cyano-N-(2,4-dichloro-5-methoxyphenyl)-2-propenamide (846023-35-6) → 7-bromo-4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-methoxy-3-quinolinecarbonitrile

Guidance literature:

With trichlorophosphate; In acetonitrile; Heating;

DOI:10.1021/jm061031t

upstream raw materials:

2-cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide

3-bromo-p-anisidine

orthoformic acid triethyl ester

2,4-dichloro-5-methoxyaniline

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