5-Butylbarbituric acid

Base Information

• Chemical Name: 5-Butylbarbituric acid
• CAS No.: 1953-33-9
• Deprecated CAS: 324056-09-9,901378-05-0
• Molecular Formula: C8H12N2O3
• Molecular Weight: 184.195
• Hs Code.: 2933540000
• European Community (EC) Number: 217-781-0
• NSC Number: 120724,32314
• UNII: B0Z1Q56YCM
• DSSTox Substance ID: DTXSID7062085
• Nikkaji Number: J122.154J
• Wikidata: Q81989837
• Mol file: 1953-33-9.mol

Synonyms:5-Butylbarbituric acid;1953-33-9;Barbituric acid, 5-butyl-;5-butyl barbituric acid;5-butyl-1,3-diazinane-2,4,6-trione;2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-butyl-;5-Butyl-1H,3H,5H-pyrimidine-2,4,6-trione;NSC 32314;B0Z1Q56YCM;EINECS 217-781-0;NSC-32314;NSC 120724;NSC-120724;2,6(1H,3H,5H)-Pyrimidinetrione, 5-butyl-;Butylbarbitursaure;butyl-barbituric acid;5-n-butylbarbituric acid;UNII-B0Z1Q56YCM;SCHEMBL472502;DTXSID7062085;SCHEMBL15363613;NSC32314;NSC120724;AKOS006279531;5-Butyl-2,4,6(1H,3H,5H)-pyrimidinetrione;5-Butyl-2,4,6(1H,3H,5H)-pyrimidinetrione #

Chemical Property of 5-Butylbarbituric acid

Chemical Property:

• Refractive Index: 1.468
• PSA: 75.27000
• Density: 1.161 g/cm³
• LogP: 0.81640
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 184.08479225
• Heavy Atom Count: 13
• Complexity: 230

Purity/Quality:

99% ^*data from raw suppliers

5-BUTYL-1,3,5-TRIHYDROPYRIMIDINE-2,4,6-TRIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCC1C(=O)NC(=O)NC1=O

Technology Process of 5-Butylbarbituric acid

There total 8 articles about 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: 84.5%

diethyl butylmalonate (133-08-4) + urea (57-13-6) → 5-butyl-pyrimidine-2,4,6-trione (1953-33-9)

Guidance literature:

With sodium ethanolate; In ethanol; for 6h; Heating;

Reference yield: 83.0%

((E)-5-But-2-enylidene)-pyrimidine-2,4,6-trione → 5-butyl-pyrimidine-2,4,6-trione (1953-33-9)

Guidance literature:

With acetic acid; zinc; at 20 ℃;

DOI:10.1016/S0040-4039(03)00111-4

Reference yield: 75.0%

5-butyryl-pyrimidine-2,4,6-trione (58713-10-3) → 5-butyl-pyrimidine-2,4,6-trione (1953-33-9)

Guidance literature:

With sodium cyanoborohydride; In acetic acid; for 1h;

DOI:10.1021/jo01311a011

upstream raw materials:

BARBITURIC ACID

butyraldehyde

crotonaldehyde

diethyl butylmalonate

Downstream raw materials:

5-butyluracil

Benzoic acid (2R,3R,4S,5R)-3-acetoxy-5-(5-butyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-fluoro-tetrahydro-furan-2-ylmethyl ester

5-Butyl-5-vinyl-barbitursaeure

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

Refernces

• 1、 Jursic, Branko S.,Stevens, Edwin D.. "Mono C-alkylation and mono C-benzylation of barbituric acids through zinc/acid reduction of acyl, benzylidene, and alkylidene barbiturate intermediates". . p. 2203 - 2210. Retrieved 2007/10/03.
• 2、 Jeong,Tjivikua,Muehldorf,Deslongchamps,Famulok,Rebek Jr.. "Convergent functional groups. 10. Molecular recognition of neutral substrates". . p. 201 - 209. Retrieved 2007/10/02.