Ethyl 4-(5-amino-2,4-dioxo-3,4-dihydropyrimidin-1(2h)-yl)butanoate

Base Information

• Chemical Name: Ethyl 4-(5-amino-2,4-dioxo-3,4-dihydropyrimidin-1(2h)-yl)butanoate
• CAS No.: 2950-93-8
• Molecular Formula: C₁₀H₁₅N₃O₄
• Molecular Weight: 241.247
• NSC Number: 86097
• DSSTox Substance ID: DTXSID70292854
• Wikidata: Q82031337
• Mol file: 2950-93-8.mol

Synonyms:2950-93-8;ethyl 4-(5-amino-2,4-dioxo-3,4-dihydropyrimidin-1(2h)-yl)butanoate;NSC86097;DTXSID70292854;NSC-86097

Chemical Property of Ethyl 4-(5-amino-2,4-dioxo-3,4-dihydropyrimidin-1(2h)-yl)butanoate

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.253g/cm³
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 241.10625597
• Heavy Atom Count: 17
• Complexity: 365

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCCN1C=C(C(=O)NC1=O)N

Technology Process of Ethyl 4-(5-amino-2,4-dioxo-3,4-dihydropyrimidin-1(2h)-yl)butanoate

There total 3 articles about Ethyl 4-(5-amino-2,4-dioxo-3,4-dihydropyrimidin-1(2h)-yl)butanoate 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%

ethyl ω-N1-[5-nitro-2,4-(1H,3H)pyrimidinedione]butanoate (2950-89-2) → ethyl 4-[5-amino-2,4-(1H,3H)pyrimidinedione]butanoate (2950-93-8)

Guidance literature:

With hydrogen; 10percent Pd/C; In 2-methoxy-ethanol; at 20 ℃; for 2h; under 2844.39 Torr;

DOI:10.1021/jm011113b

Reference yield:

Ethyl 4-bromobutyrate (2969-81-5) → ethyl 4-[5-amino-2,4-(1H,3H)pyrimidinedione]butanoate (2950-93-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 1 h / 100 °C

1.2: 21 percent / dimethylformamide / 24 h / 20 °C

2.1: 93 percent / H₂ / 10percent Pd/C / 2-methoxy-ethanol / 2 h / 20 °C / 2844.39 Torr

With hydrogen; sodium hydride; 10percent Pd/C; In 2-methoxy-ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm011113b

Reference yield:

→ ethyl 4-[5-amino-2,4-(1H,3H)pyrimidinedione]butanoate (2950-93-8)

Guidance literature:

4-<3,4-Dihydro-2,4-dioxo-5-nitro-1(2H)-pyrimidin>-buttersaeure-aethylester, H2, Pd, 2-Methoxy-aethanol;

DOI:10.1021/jm00326a009

upstream raw materials:

ethyl ω-N1-[5-nitro-2,4-(1H,3H)pyrimidinedione]butanoate

Ethyl 4-bromobutyrate

Downstream raw materials:

4-(5--3,4-dihydro-2,4-dioxo-1(2H)-pyrimidin)-buttersaeure

Refernces