3-amino-6-methyl-5-[(E)-phenyldiazenyl]-2-thioxo-2,5-dihydropyrimidine-4(3H)-one

Base Information

• Chemical Name: 3-amino-6-methyl-5-[(E)-phenyldiazenyl]-2-thioxo-2,5-dihydropyrimidine-4(3H)-one
• CAS No.: 1319148-02-1
• Molecular Formula: C₁₁H₁₁N₅OS
• Molecular Weight: 261.307

Synonyms:3-amino-6-methyl-5-[(E)-phenyldiazenyl]-2-thioxo-2,5-dihydropyrimidine-4(3H)-one

Chemical Property of 3-amino-6-methyl-5-[(E)-phenyldiazenyl]-2-thioxo-2,5-dihydropyrimidine-4(3H)-one

Chemical Property:

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Technology Process of 3-amino-6-methyl-5-[(E)-phenyldiazenyl]-2-thioxo-2,5-dihydropyrimidine-4(3H)-one

There total 2 articles about 3-amino-6-methyl-5-[(E)-phenyldiazenyl]-2-thioxo-2,5-dihydropyrimidine-4(3H)-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:

thiosemicarbazide (79-19-6) + (E)-3-oxo-2-(phenyldiazenyl)butanoic acid ethyl ester → 3-amino-6-methyl-5-[(E)-phenyldiazenyl]-2-thioxo-2,5-dihydropyrimidine-4(3H)-one (1319148-02-1)

Guidance literature:

With sodium ethanolate; at 20 ℃;

DOI:10.1016/j.bmcl.2011.05.031

Reference yield:

aniline (62-53-3) → 3-amino-6-methyl-5-[(E)-phenyldiazenyl]-2-thioxo-2,5-dihydropyrimidine-4(3H)-one (1319148-02-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride; sodium nitrite / water / 0 - 5 °C

1.2: 5 °C

2.1: sodium ethanolate / 20 °C

With hydrogenchloride; sodium ethanolate; sodium nitrite; In water;

DOI:10.1016/j.bmcl.2011.05.031

Reference yield: 78.0%

3-amino-6-methyl-5-[(E)-phenyldiazenyl]-2-thioxo-2,5-dihydropyrimidine-4(3H)-one (1319148-02-1) + 2-(chloromethyl)-4H-benzo[d][1,3]oxazin-4-one (98592-35-9) → 2-(chloromethyl)-3-{5-[(E)-phenyldiazenyl]-4-methyl-6-oxo-2-thioxo-5,6-dihydropyrimidin-1(2H)-yl}quinazolin-4(3H)-one (1319147-86-8)

Guidance literature:

In pyridine; for 9h; Reflux;

DOI:10.1016/j.bmcl.2011.05.031

upstream raw materials:

thiosemicarbazide

aniline

Downstream raw materials:

2-(chloromethyl)-3-{5-[(E)-phenyldiazenyl]-4-methyl-6-oxo-2-thioxo-5,6-dihydropyrimidin-1(2H)-yl}quinazolin-4(3H)-one

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