5-Allyl-5-butylbarbituric acid

Base Information

• Chemical Name: 5-Allyl-5-butylbarbituric acid
• CAS No.: 3146-66-5
• Molecular Formula: C11H16 N2 O3
• Molecular Weight: 224.26
• Hs Code.: 2933540000
• European Community (EC) Number: 221-562-5
• NSC Number: 27524
• UNII: 41NVK1648Q
• DSSTox Substance ID: DTXSID90185370
• Nikkaji Number: J111.361E
• Wikidata: Q27258456
• ChEMBL ID: CHEMBL467779
• Mol file: 3146-66-5.mol

Synonyms:5-Allyl-5-butylbarbituric acid;3146-66-5;n-Butylallylbarbitone;Idobutal;Allylbutylbarbituric acid;n-Butylallylbarbituric acid;5-butyl-5-prop-2-enyl-1,3-diazinane-2,4,6-trione;Barbituric acid, 5-allyl-5-butyl-;UNII-41NVK1648Q;5-Butyl-5-allylbarbituric acid;5-Allyl-5-n-butylbarbituric acid;2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-butyl-5-(2-propen-1-yl)-;41NVK1648Q;EINECS 221-562-5;NSC-27524;2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-butyl-5-(2-propenyl)-;5-BUTYL-5-(PROP-2-EN-1-YL)-1,3-DIAZINANE-2,4,6-TRIONE;Vinylmethylbutylbarbitursaure;CHEMBL467779;SCHEMBL3504596;DTXSID90185370;NSC27524;NSC 27524;Barbituric acid, 5-butyl-5-(2-propenyl);5-ALLYL-5-BUTYLBARBITURIC ACID [WHO-DD];5-Allyl-5-butyl-2,4,6(1H,3H,5H)-pyrimidinetrione;Q27258456;2,6(1H,3H,5H)-Pyrimidinetrione, 5-butyl-5-(2-propenyl)-

Chemical Property of 5-Allyl-5-butylbarbituric acid

Chemical Property:

• Melting Point: 110 °C
• Refractive Index: 1.4720 (estimate)
• Boiling Point: °Cat760mmHg
• PKA: 7.80±0.10(Predicted)
• Flash Point: °C
• PSA: 75.27000
• Density: 1.087g/cm³
• LogP: 1.76270
• Water Solubility.: 1.508g/L(20 oC)
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 224.11609238
• Heavy Atom Count: 16
• Complexity: 316

Purity/Quality:

99% ^*data from raw suppliers

Idobutal ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1(C(=O)NC(=O)NC1=O)CC=C
• Uses: Idobutal is used in the biotransformation of drugs, quantitative structure-activity relations, substance for the determination of barbiturates in the urine by using enzyme immunoassay and radio immunoassay, estimation of the solubility of drug like-organic compounds-case study in barbiturates.

Technology Process of 5-Allyl-5-butylbarbituric acid

There total 5 articles about 5-Allyl-5-butylbarbituric 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: 65.5%

2-butyl-2-ethoxycarbonylpenten-4-oic acid ethyl ester (1575-76-4) + urea (57-13-6) → 5-n-Butyl-5-allylbarbitursaeure (3146-66-5)

Guidance literature:

With sodium ethanolate; In ethanol; for 3h; Heating;

Reference yield:

5-butyl-pyrimidine-2,4,6-trione (1953-33-9) + allyl bromide (106-95-6) → 5-n-Butyl-5-allylbarbitursaeure (3146-66-5)

Guidance literature:

With sodium hydroxide; at 20 ℃;

Reference yield:

diethyl butylmalonate (133-08-4) → 5-n-Butyl-5-allylbarbitursaeure (3146-66-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium ethylate / 105 °C / im Rohr

2: NaOH-solution / 20 °C

With sodium hydroxide; sodium ethanolate;

upstream raw materials:

5-butyl-pyrimidine-2,4,6-trione

allyl tosylate

allyl bromide

2-butyl-2-ethoxycarbonylpenten-4-oic acid ethyl ester

Downstream raw materials:

5-allyl-5-butyl-1,3-bis-(4-nitro-benzyl)-barbituric acid

Refernces