N′-{3-[2,4-dimethoxybenzyl]-2,6-dioxo-1-propyl-1,2,3,6-tetrahydropyrimidin-4-yl}-N,N-dimethylmethanimidamide

Base Information

• Chemical Name: N′-{3-[2,4-dimethoxybenzyl]-2,6-dioxo-1-propyl-1,2,3,6-tetrahydropyrimidin-4-yl}-N,N-dimethylmethanimidamide
• CAS No.: 1187960-57-1
• Molecular Formula: C₁₉H₂₆N₄O₄
• Molecular Weight: 374.44
• Mol file: 1187960-57-1.mol

Synonyms:N′-{3-[2,4-dimethoxybenzyl]-2,6-dioxo-1-propyl-1,2,3,6-tetrahydropyrimidin-4-yl}-N,N-dimethylmethanimidamide

Chemical Property of N′-{3-[2,4-dimethoxybenzyl]-2,6-dioxo-1-propyl-1,2,3,6-tetrahydropyrimidin-4-yl}-N,N-dimethylmethanimidamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N′-{3-[2,4-dimethoxybenzyl]-2,6-dioxo-1-propyl-1,2,3,6-tetrahydropyrimidin-4-yl}-N,N-dimethylmethanimidamide

There total 5 articles about N′-{3-[2,4-dimethoxybenzyl]-2,6-dioxo-1-propyl-1,2,3,6-tetrahydropyrimidin-4-yl}-N,N-dimethylmethanimidamide 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: 89.0%

N'-{3-[(2,4-dimethoxyphenyl)methyl]-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl}-N,N-dimethylmethanimidamide (1187960-56-0) + propyl bromide (106-94-5) → N′-{3-[2,4-dimethoxybenzyl]-2,6-dioxo-1-propyl-1,2,3,6-tetrahydropyrimidin-4-yl}-N,N-dimethylmethanimidamide (1187960-57-1)

Guidance literature:

With tetrabutylammomium bromide; caesium carbonate; In N,N-dimethyl-formamide; acetonitrile; at 20 - 60 ℃; for 4h; regioselective reaction;

DOI:10.1021/ol900169f

Reference yield:

2,4-Dimethoxybenzylamine (20781-20-8) → N′-{3-[2,4-dimethoxybenzyl]-2,6-dioxo-1-propyl-1,2,3,6-tetrahydropyrimidin-4-yl}-N,N-dimethylmethanimidamide (1187960-57-1)

Guidance literature:

Multi-step reaction with 5 steps

1: sulfuric acid / water / 1.5 h / 85 °C

2: acetic anhydride / 1.5 h / 70 °C

3: sodium ethanolate / ethanol / 1 h / 70 °C

4: N,N-dimethyl-formamide / 4 h / 40 °C

5: caesium carbonate; tetrabutylammomium bromide / N,N-dimethyl-formamide; acetonitrile / 4.25 h / 20 - 60 °C

With sulfuric acid; tetrabutylammomium bromide; sodium ethanolate; caesium carbonate; In ethanol; water; acetic anhydride; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/acs.jmedchem.0c02169

Reference yield:

1-(2,4-dimethoxybenzyl)urea (296277-76-4) → N′-{3-[2,4-dimethoxybenzyl]-2,6-dioxo-1-propyl-1,2,3,6-tetrahydropyrimidin-4-yl}-N,N-dimethylmethanimidamide (1187960-57-1)

Guidance literature:

Multi-step reaction with 4 steps

1: acetic anhydride / 1.5 h / 70 °C

2: sodium ethanolate / ethanol / 1 h / 70 °C

3: N,N-dimethyl-formamide / 4 h / 40 °C

4: caesium carbonate; tetrabutylammomium bromide / N,N-dimethyl-formamide; acetonitrile / 4.25 h / 20 - 60 °C

With tetrabutylammomium bromide; sodium ethanolate; caesium carbonate; In ethanol; acetic anhydride; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/acs.jmedchem.0c02169

upstream raw materials:

N'-{3-[(2,4-dimethoxyphenyl)methyl]-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl}-N,N-dimethylmethanimidamide

propyl bromide

2,4-Dimethoxybenzylamine

1-(2,4-dimethoxybenzyl)urea

Downstream raw materials:

6-amino-1-[2,4-dimethoxybenzyl]-3-propyl-1,2,3,4-tetrahydropyrimidine-2,4-dione