Ethyl 4-amino-2-hydroxypyrimidine-5-carboxylate

Base Information

• Chemical Name: Ethyl 4-amino-2-hydroxypyrimidine-5-carboxylate
• CAS No.: 20187-46-6
• Molecular Formula: C7H9N3O3
• Molecular Weight: 183.167
• Hs Code.: 2933599090
• Mol file: 20187-46-6.mol

Synonyms:5-Pyrimidinecarboxylicacid, 4-amino-1,2-dihydro-2-oxo-, ethyl ester (8CI,9CI);5-Pyrimidinecarboxylicacid, 4-amino-2-hydroxy-, ethyl ester (6CI);Ethyl cytosine-5-carboxylate;NSC122015;NSC 1574;NSC 163112;

Chemical Property of Ethyl 4-amino-2-hydroxypyrimidine-5-carboxylate

Chemical Property:

• Vapor Pressure: 3.75E-08mmHg at 25°C
• Melting Point: 276 °C (decomp)
• Refractive Index: 1.618
• Boiling Point: 434.4 °C at 760 mmHg
• PKA: 7.91±0.10(Predicted)
• Flash Point: 216.5 °C
• PSA: 98.33000
• Density: 1.48 g/cm³
• LogP: 0.52230
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

97% ^*data from raw suppliers

EthylCytosine-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ethyl Cytosine-5-carboxylate is a reagent for the synthesis of cytidine-5-carboxylic acid, which are potential anticancer agents.

Technology Process of Ethyl 4-amino-2-hydroxypyrimidine-5-carboxylate

There total 3 articles about Ethyl 4-amino-2-hydroxypyrimidine-5-carboxylate 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:

ethyl 4-amino-2-thioxo-1H-pyrimidine-5-carboxylate (774-07-2) → 5-carboxylcytosine (3650-93-9) + ethyl cytosine-5-carboxylate (20187-46-6)

Guidance literature:

With acetic acid; chloroacetic acid; und anschliessend mit konz.wss.HCl;

DOI:10.1021/jo01111a021

Reference yield:

ethyl 4-amino-2-(ethylthio)pyrimidine-5-carboxylate (778-97-2) → 5-carboxylcytosine (3650-93-9) + ethyl cytosine-5-carboxylate (20187-46-6)

Guidance literature:

With hydrogenchloride; water;

DOI:10.1086/315874

Reference yield:

ethyl (ethoxymethylene)cyanoacetate (42466-67-1,42466-69-3) → ethyl cytosine-5-carboxylate (20187-46-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium ethylate; ethanol

2: chloroacetic acid; acetic acid / und anschliessend mit konz.wss.HCl

With ethanol; sodium ethanolate; acetic acid; chloroacetic acid;

DOI:10.1021/jo01111a021

upstream raw materials:

ethyl 4-amino-2-thioxo-1H-pyrimidine-5-carboxylate

ethyl 4-amino-2-(ethylthio)pyrimidine-5-carboxylate

ethyl (ethoxymethylene)cyanoacetate

Downstream raw materials:

5-hydroxymethylcytosine

2-Oxo-4-(2-p-tolylamino-acetylamino)-1,2-dihydro-pyrimidine-5-carboxylic acid ethyl ester

2-Oxo-4-(2-o-tolylamino-acetylamino)-1,2-dihydro-pyrimidine-5-carboxylic acid ethyl ester

4-[2-(4-Bromo-phenylamino)-acetylamino]-2-oxo-1,2-dihydro-pyrimidine-5-carboxylic acid ethyl ester