6-Aminouracil

Base Information

• Chemical Name: 6-Aminouracil
• CAS No.: 873-83-6
• Deprecated CAS: 56-07-5
• Molecular Formula: C4H5N3O2
• Molecular Weight: 127.103
• Hs Code.: 29335995
• European Community (EC) Number: 212-854-3
• NSC Number: 15919,7367
• DSSTox Substance ID: DTXSID5061241
• Nikkaji Number: J3.344H
• Wikidata: Q72442959
• ChEMBL ID: CHEMBL86636
• Mol file: 873-83-6.mol

Synonyms:6-aminouracil

Chemical Property of 6-Aminouracil

Chemical Property:

• Appearance/Colour: cream to light brown crystalline powder
• Melting Point: ≥360 °C(lit.)
• Refractive Index: 1.5000 (estimate)
• Boiling Point: 580.4 °C at 760 mmHg
• PKA: 3.76±0.10(Predicted)
• Flash Point: 304.8 °C
• PSA: 91.74000
• Density: 1.406 g/cm³
• LogP: -0.77340
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly, Heated), Methanol (Slightly)
• Water Solubility.: slightly soluble
• XLogP3: -1.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 127.038176411
• Heavy Atom Count: 9
• Complexity: 196

Purity/Quality:

99% ^*data from raw suppliers

6-Amino-2,4-dihydroxypyrimidine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(NC(=O)NC1=O)N

Technology Process of 6-Aminouracil

There total 19 articles about 6-Aminouracil 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: 98.5%

cyanoacetic acid (372-09-8) + urea (57-13-6) → 6-amino-2,4-dihydroxypyrimidine (873-83-6,143505-00-4)

Guidance literature:

With acetic anhydride; at 70 ℃; for 4h; Temperature; Concentration;

Reference yield: 96.9%

urea (57-13-6) + methyl 2-cyanoacetate (105-34-0) → 4-Amino-2,6-dihydroxypyrimidine (873-83-6)

Guidance literature:

methyl 2-cyanoacetate; With sodium; In methanol; at 20 ℃; for 0.5h;

urea; In methanol; for 2h; Reflux;

Reference yield: 95.2%

ethyl 2-cyanoacetate (105-56-6) + urea (57-13-6) → 4-Amino-2,6-dihydroxypyrimidine (873-83-6)

Guidance literature:

With ethanol; sodium; for 3h; Heating;

DOI:10.1023/A:1020822216986

upstream raw materials:

N-(aminocarbonyl)-2-cyano-acetamide

cyanoacetic acid

urea

acetylurea

Downstream raw materials:

2,4-dioxo-(1H,3H)-pyramido<4.5-d>pyramidine

BARBITURIC ACID

7-deazaxanthine

Refernces

• 1、 Das, Subrata,Hussain, Sahid,Kumar, Brajesh,Kumar, Pramanand,Sugunakara Rao, Mugada. "Spectrophotometric investigation of 5-nitroso-6-aminouracil and its methyl derivative in methanol by selective complexation with bivalent metal ions". . . Retrieved 2020/07/20.
• 2、 Menor Salván,Bouza, Marcos,Fialho, David M.,Burcar, Bradley T.,Fernández, Facundo M.,Hud, Nicholas V.. "Prebiotic Origin of Pre-RNA Building Blocks in a Urea “Warm Little Pond” Scenario". . p. 3504 - 3510. Retrieved 2020/10/02.