5-Ethyl-5-phenyl-4-iminobarbituric acid

Base Information

• Chemical Name: 5-Ethyl-5-phenyl-4-iminobarbituric acid
• CAS No.: 58042-96-9
• Molecular Formula: C₁₂H₁₃N₃O₂
• Molecular Weight: 231.254
• Mol file: 58042-96-9.mol

Synonyms:5-ethyl-6-imino-5-phenyl-1,3-diazinane-2,4-dione;5-Ethyl-5-phenyl-4-iminobarbituric acid;HUYKEYWPDBRCSH-UHFFFAOYSA-N

Chemical Property of 5-Ethyl-5-phenyl-4-iminobarbituric acid

Chemical Property:

• Melting Point: 264 °C
• PKA: 8.17±0.60(Predicted)
• Density: 1.32±0.1 g/cm3(Predicted)
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 231.100776666
• Heavy Atom Count: 17
• Complexity: 372

Purity/Quality:

98%, ^*data from raw suppliers

Phenobarbital impurity B ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCC1(C(=NC(=O)NC1=O)N)C2=CC=CC=C2
• Uses: 6-Amino-5-ethyl-5-phenyl-2,4(3H,5H)-pyrimidinedione is a Phenobarbital (P316760) impurity, a controlled substance (depressant). Anticonvulsant; sedative; hypnotic.

Technology Process of 5-Ethyl-5-phenyl-4-iminobarbituric acid

There total 2 articles about 5-Ethyl-5-phenyl-4-iminobarbituric acid 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:

Natrium-Verbindung des (+/-)-Phenyl-cyan-essigsaeure-aethylesters → 6-amino-5-ethyl-5-phenyl-5H-pyrimidine-2,4-dione (58042-96-9)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether

2: ethanol

With diethyl ether; ethanol;

DOI:10.1021/ja01305a036

Reference yield:

sodium ethanolate (141-52-6) + ethyl 2-cyano-2-phenylbutanoate (718-71-8) + urea (57-13-6) → 6-amino-5-ethyl-5-phenyl-5H-pyrimidine-2,4-dione (58042-96-9)

Guidance literature:

With ethanol;

DOI:10.1021/ja01305a036

Reference yield:

6-amino-5-ethyl-5-phenyl-5H-pyrimidine-2,4-dione (58042-96-9) → phenobarbital (50-06-6)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/ja01305a036

upstream raw materials:

sodium ethanolate

ethyl 2-cyano-2-phenylbutanoate

urea

Downstream raw materials:

phenobarbital