5,5'-Methylenebis(6-amino-1,3-dimethylpyrimidine-2,4(1H,3H)-dione)

Base Information

• Chemical Name: 5,5'-Methylenebis(6-amino-1,3-dimethylpyrimidine-2,4(1H,3H)-dione)
• CAS No.: 10146-98-2
• Molecular Formula: C13H18N6O4
• DSSTox Substance ID: DTXSID60495332
• Nikkaji Number: J1.334.833B
• Wikidata: Q82343360
• Mol file: 10146-98-2.mol

Synonyms:10146-98-2;6-AMINO-5-[(4-AMINO-1,3-DIMETHYL-2,6-DIOXOPYRIMIDIN-5-YL)METHYL]-1,3-DIMETHYLPYRIMIDINE-2,4-DIONE;5,5'-Methylenebis(6-amino-1,3-dimethylpyrimidine-2,4(1H,3H)-dione);SCHEMBL19530909;DTXSID60495332;bis(6-amino-1,3-dimethyluracil-5-yl)methane;AE-641/11515464;6-amino-5-[(6-amino-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl)methyl]-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione

Chemical Property of 5,5'-Methylenebis(6-amino-1,3-dimethylpyrimidine-2,4(1H,3H)-dione)

Chemical Property:

• XLogP3: -2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 322.13895308
• Heavy Atom Count: 23
• Complexity: 637

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=C(C(=O)N(C1=O)C)CC2=C(N(C(=O)N(C2=O)C)C)N)N

Technology Process of 5,5'-Methylenebis(6-amino-1,3-dimethylpyrimidine-2,4(1H,3H)-dione)

There total 3 articles about 5,5'-Methylenebis(6-amino-1,3-dimethylpyrimidine-2,4(1H,3H)-dione) 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: 75.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 6-Amino-1,3-dimethylbarbituric acid (6642-31-5) + malononitrile (109-77-3) → 6,6'-diamino-1,1',3,3'-tetramethyl-5,5'-(methylene)bis[pyrimidine-2,4(1H,3H)-dione] (10146-98-2) + 7-amino-6-cyano-1,3-dimethylpyrido<2,3-d>pyrimidine-2,4(1H,3H)-dione (17789-33-2)

Guidance literature:

With piperidine; In ethanol; for 6h; Heating;

Reference yield:

6-Amino-1,3-dimethylbarbituric acid (6642-31-5) + 3,4-diphenyl-1-tosylimidazolidine (97511-33-6) → 6,6'-diamino-1,1',3,3'-tetramethyl-5,5'-(methylene)bis[pyrimidine-2,4(1H,3H)-dione] (10146-98-2) + 4-methyl-N-(2-phenyl-2-(phenylamino)ethyl)benzenesulfonamide (105159-32-8) + N-{2-[4-(6-Amino-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-ylmethyl)-phenylamino]-2-phenyl-ethyl}-4-methyl-benzenesulfonamide (105159-25-9)

Guidance literature:

In acetonitrile; trifluoroacetic acid; for 24h; Ambient temperature;

DOI:10.1039/c39850001229

Reference yield:

6-Amino-1,3-dimethylbarbituric acid (6642-31-5) + 3,4-diphenyl-1-tosylimidazolidine (97511-33-6) → 6,6'-diamino-1,1',3,3'-tetramethyl-5,5'-(methylene)bis[pyrimidine-2,4(1H,3H)-dione] (10146-98-2) + 4-methyl-N-(2-phenyl-2-(phenylamino)ethyl)benzenesulfonamide (105159-32-8) + 6-Amino-1,3-dimethyl-5-{4-[5-phenyl-3-(toluene-4-sulfonyl)-imidazolidin-1-yl]-benzyl}-1H-pyrimidine-2,4-dione (105159-21-5)

Guidance literature:

In acetonitrile; trifluoroacetic acid; Ambient temperature;

DOI:10.1039/c39850001229

upstream raw materials:

6-Amino-1,3-dimethylbarbituric acid

3,4-diphenyl-1-tosylimidazolidine

formaldehyd

malononitrile

Downstream raw materials:

N-{2-[2,4-Bis-(6-amino-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-ylmethyl)-phenylamino]-2-phenyl-ethyl}-4-methyl-benzenesulfonamide

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