4-oxo-2-pyrimidinyl)-N,N-dimethyl-

Base Information

• Chemical Name: 4-oxo-2-pyrimidinyl)-N,N-dimethyl-
• CAS No.: 151587-54-1
• Molecular Formula: C8H11 N5 O3
• Molecular Weight: 225.207
• Mol file: 151587-54-1.mol

Synonyms:Methanimidamide,N'-(1,4-dihydro-6-methyl-5-nitro-4-oxo-2-pyrimidinyl)-N,N-dimethyl- (9CI)

Chemical Property of 4-oxo-2-pyrimidinyl)-N,N-dimethyl-

Chemical Property:

• Boiling Point: 327.5±45.0 °C(Predicted)
• PKA: 6.69±0.50(Predicted)
• PSA: 107.43000
• Density: 1.42±0.1 g/cm3(Predicted)
• LogP: 1.14340
• Solubility.: Chloroform, Dichloromethane

Purity/Quality:

97% ^*data from raw suppliers

2-[(Dimethylamino)methylene]amino-6-methyl-5-nitro-4-pyrimidinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Intermediate in the preparation of 9-Deazaguanosine derivatives.

Technology Process of 4-oxo-2-pyrimidinyl)-N,N-dimethyl-

There total 2 articles about 4-oxo-2-pyrimidinyl)-N,N-dimethyl- 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: 92.0%

2-amino-6-methyl-5-nitro-4(3H)-oxopyrimidine (4214-85-1) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → 2-<<(N,N-Dimethylamino)methylene>amino>-6-methyl-5-nitro-4(3H)-oxopyrimidine (151587-54-1)

Guidance literature:

In dichloromethane; at 20 ℃; for 1h;

DOI:10.1080/15257779908043082

Reference yield:

2-amino-6-methyl-3H-pyrimidin-4-one (3977-29-5) → 2-<<(N,N-Dimethylamino)methylene>amino>-6-methyl-5-nitro-4(3H)-oxopyrimidine (151587-54-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / nitric acid / H₂SO₄ / 1 h / 50 °C

2: 92 percent / CH₂Cl₂ / 1 h / 20 °C

With nitric acid; In dichloromethane; sulfuric acid; 1: Nitration / 2: Condensation;

DOI:10.1080/15257779908043082

Reference yield: 90.0%

Benzyloxymethyl chloride (3587-60-8) + 2-<<(N,N-Dimethylamino)methylene>amino>-6-methyl-5-nitro-4(3H)-oxopyrimidine (151587-54-1) → 3-benzyloxymethyl-2-[(dimethylamino)methyleneimino]-6-methyl-5-nitro-4(3H)-oxopyrimidine (518316-52-4)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1081/SCC-120015398

upstream raw materials:

2-amino-6-methyl-5-nitro-4(3H)-oxopyrimidine

N,N-dimethyl-formamide dimethyl acetal

2-amino-6-methyl-3H-pyrimidin-4-one

Downstream raw materials:

2-<<(N,N-Dimethylamino)methylene>amino>-6-methyl-5-nitro-4(3H)-oxo-3-<(pivaloyloxy)methyl>pyrimidine

3-benzyl-2-[(dimethylamino)methyleneimino]-5-nitro-6-methyl-3H-pyrimidin-4-one

3-benzyloxymethyl-2-[(dimethylamino)methyleneimino]-6-methyl-5-nitro-4(3H)-oxopyrimidine

9-deazaguanine