5,5'-Biuracil, 1,1',3,3'-tetramethyl-

Base Information

• Chemical Name: 5,5'-Biuracil, 1,1',3,3'-tetramethyl-
• CAS No.: 7033-42-3
• Molecular Formula: C12H14N4O4
• Molecular Weight: 278.268
• DSSTox Substance ID: DTXSID401148063
• Nikkaji Number: J122.055A
• Mol file: 7033-42-3.mol

Synonyms:5,5'-Biuracil, 1,1',3,3'-tetramethyl-;[5,5'-Bipyrimidine]-2,2',4,4'(1H,1'H,3H,3'H)-tetrone, 1,1',3,3'-tetramethyl-;7033-42-3;5,5'-Bi(1,3-dimethyluracil);DTXSID401148063;1,1',3,3'-Tetramethyl[5,5'-bipyrimidine]-2,2',4,4'(1H,1'H,3H,3'H)-tetrone

Chemical Property of 5,5'-Biuracil, 1,1',3,3'-tetramethyl-

Chemical Property:

• PSA: 88.00000
• LogP: -1.85160
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 278.10150494
• Heavy Atom Count: 20
• Complexity: 540

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=C(C(=O)N(C1=O)C)C2=CN(C(=O)N(C2=O)C)C

Technology Process of 5,5'-Biuracil, 1,1',3,3'-tetramethyl-

There total 8 articles about 5,5'-Biuracil, 1,1',3,3'-tetramethyl- 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: 54.0%

1,3-dimethyluracil (874-14-6,156398-76-4) → (1,1',3,3')-tetramethyl-2,2',4,4'-(1H,1'H,3H,3'H)-tetraoxo-5,6'-bipyrimidine (62880-87-9) + (1,1',3,3')-tetramethyl-2,2',4,4'-(1H,1'H,3H,3'H)-tetraoxo-5,5'-bipyrimidine (7033-42-3)

Guidance literature:

With palladium(II) trifluoroacetate; oxygen; silver(I) acetate; Trimethylacetic acid; at 120 ℃; for 14h;

DOI:10.1016/j.tetlet.2011.12.135

Reference yield: 52.0%

1,3-dimethyluracil (874-14-6,156398-76-4) → (1,1',3,3')-tetramethyl-2,2',4,4'-(1H,1'H,3H,3'H)-tetraoxo-5,6'-bipyrimidine (62880-87-9) + 1,3,1',3',1'',3''-Hexamethyl-1H,3'H,1''H-[5,4';5',5'']terpyrimidine-2,4,2',6',2'',4''-hexaone (80357-54-6) + (1,1',3,3')-tetramethyl-2,2',4,4'-(1H,1'H,3H,3'H)-tetraoxo-5,5'-bipyrimidine (7033-42-3)

Guidance literature:

With palladium(II) trifluoroacetate; silver(I) acetate; In 1,3,5-trimethyl-benzene; at 120 ℃; for 4h;

DOI:10.1016/j.tetlet.2011.12.135

Reference yield:

(4aR*,4bS*,8aS*,8bR*)-1,3,6,8-tetramethylhexahydrocyclobuta[1,2-d:4,3-d']dipyrimidine-2,4,5,7(3H,6H)-tetraone (17237-74-0,17237-75-1,17237-76-2,17237-77-3) → 1,3-dimethyluracil (874-14-6,156398-76-4) + 1,3-dimethyluracil (4874-13-9) + C11H15N3O4 + (1,1',3,3')-tetramethyl-2,2',4,4'-(1H,1'H,3H,3'H)-tetraoxo-5,5'-bipyrimidine (7033-42-3)

Guidance literature:

With ammonium cerium(IV) nitrate; In acetonitrile; for 2h; Product distribution; Irradiation;

DOI:10.1021/ol0157252

upstream raw materials:

(1,3-dimethyluracilate-C₅)HgCl

<1,3-Dimethyl-2,4(1H,3H)-dioxopyrimidin-5-yl>mercuric acetate

(4aR*,4bS*,8aS*,8bR*)-1,3,6,8-tetramethylhexahydrocyclobuta[1,2-d:4,3-d']dipyrimidine-2,4,5,7(3H,6H)-tetraone

trans,syn-1,1',3,3'-Tetramethyluracil cyclobutadipyrimidine