(6Z)-6-[2-amino-5-(4-methoxyphenyl)pyrimidin-4(3H)-ylidene]cyclohexa-2,4-dien-1-one

Base Information

• Chemical Name: (6Z)-6-[2-amino-5-(4-methoxyphenyl)pyrimidin-4(3H)-ylidene]cyclohexa-2,4-dien-1-one
• CAS No.: 87538-71-4
• Molecular Formula: C17H15 N3 O2
• Molecular Weight: 293.325
• Mol file: 87538-71-4.mol

Synonyms:NSC 375578

Chemical Property of (6Z)-6-[2-amino-5-(4-methoxyphenyl)pyrimidin-4(3H)-ylidene]cyclohexa-2,4-dien-1-one

Chemical Property:

• Vapor Pressure: 7.26E-10mmHg at 25°C
• Boiling Point: 493.1°C at 760 mmHg
• Flash Point: 252°C
• Density: 1.27g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (6Z)-6-[2-amino-5-(4-methoxyphenyl)pyrimidin-4(3H)-ylidene]cyclohexa-2,4-dien-1-one

There total 8 articles about (6Z)-6-[2-amino-5-(4-methoxyphenyl)pyrimidin-4(3H)-ylidene]cyclohexa-2,4-dien-1-one 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%

4-oxo-4H-chromen-3-yl trifluoromethane sulfonate + guanidine hydrochloride (50-01-1) + tris(4-methoxyphenyl)bismuth (33397-21-6) → 2-amino-5-(4-methoxyphenyl)-6-(2-hydroxyphenyl)pyrimidine (87538-71-4)

Guidance literature:

4-oxo-4H-chromen-3-yl trifluoromethane sulfonate; tris(4-methoxyphenyl)bismuth; With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 90 ℃; for 4h; Schlenk technique; Inert atmosphere;

guanidine hydrochloride; With sodium hydroxide; In N,N-dimethyl-formamide; at 90 ℃; for 10h; Schlenk technique; Inert atmosphere;

DOI:10.1007/s12039-018-1565-6

Reference yield:

3-(4-methoxyphenyl)-4H-chromen-4-one (1621-58-5) + guanidine nitrate (113-00-8) → 2-amino-5-(4-methoxyphenyl)-6-(2-hydroxyphenyl)pyrimidine (87538-71-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 70 ℃;

DOI:10.1016/j.bmcl.2008.09.067

Reference yield:

[E]-3-(p-methoxyphenyl)-1-(2-hydroxyphenyl)prop-2-en-1-one (34000-29-8) → 2-amino-5-(4-methoxyphenyl)-6-(2-hydroxyphenyl)pyrimidine (87538-71-4)

Guidance literature:

Multi-step reaction with 2 steps

1: thallium trinitrate trihydrate / methanol / 1) reflux, 2h; 2) room temp., overnight

2: 0.62 g / xylene / 6 h / Heating

With thallium(III) nitrate; In methanol; xylene;

DOI:10.1002/jhet.5570200454

upstream raw materials:

4'-methoxyflavone

guanidine hydrogen carbonate

[E]-3-(p-methoxyphenyl)-1-(2-hydroxyphenyl)prop-2-en-1-one

3-(4-methoxyphenyl)-4H-chromen-4-one