N,N-dimethyl-N'-[4-methyl-5-nitro-6-oxo-1-(phenylmethoxymethyl)pyrimidin-2-yl]methanimidamide

Base Information

• Chemical Name: N,N-dimethyl-N'-[4-methyl-5-nitro-6-oxo-1-(phenylmethoxymethyl)pyrimidin-2-yl]methanimidamide
• CAS No.: 518316-52-4
• Molecular Formula: C16H19N5O4
• Molecular Weight: 345.358
• DSSTox Substance ID: DTXSID20456767
• Mol file: 518316-52-4.mol

Synonyms:518316-52-4;N,N-dimethyl-N'-[4-methyl-5-nitro-6-oxo-1-(phenylmethoxymethyl)pyrimidin-2-yl]methanimidamide;MET006;DTXSID20456767

Chemical Property of N,N-dimethyl-N'-[4-methyl-5-nitro-6-oxo-1-(phenylmethoxymethyl)pyrimidin-2-yl]methanimidamide

Chemical Property:

• PSA: 105.54000
• LogP: 2.37880
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 345.14370410
• Heavy Atom Count: 25
• Complexity: 600

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=O)N(C(=N1)N=CN(C)C)COCC2=CC=CC=C2)[N+](=O)[O-]
• Isomeric SMILES: CC1=C(C(=O)N(C(=N1)/N=C/N(C)C)COCC2=CC=CC=C2)[N+](=O)[O-]

Technology Process of N,N-dimethyl-N'-[4-methyl-5-nitro-6-oxo-1-(phenylmethoxymethyl)pyrimidin-2-yl]methanimidamide

There total 1 articles about N,N-dimethyl-N'-[4-methyl-5-nitro-6-oxo-1-(phenylmethoxymethyl)pyrimidin-2-yl]methanimidamide 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: 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

Reference yield: 91.0%

N,N-dimethyl-formamide dimethyl acetal (4637-24-5) + 3-benzyloxymethyl-2-[(dimethylamino)methyleneimino]-6-methyl-5-nitro-4(3H)-oxopyrimidine (518316-52-4) → 3-benzyloxymethyl-2-[(dimethylamino)methyleneimino]-6-[(2-dimethylamino)ethenyl]-5-nitro-4(3H)-oxopyrimidine (518316-53-5)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 40h;

DOI:10.1081/SCC-120015398

Reference yield:

3-benzyloxymethyl-2-[(dimethylamino)methyleneimino]-6-methyl-5-nitro-4(3H)-oxopyrimidine (518316-52-4) → 1-benzyloxymethyl-9-deazaguanine (518316-55-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / dimethylformamide / 40 h / 20 °C

2: 95 percent / sodium hydrogen sulfite / tetrahydrofuran; H₂O / 12 h / 20 °C

3: 95 percent / ammonia / ethanol / 4 h / 165 - 170 °C

With ammonia; sodium hydrogensulfite; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide;

DOI:10.1081/SCC-120015398

upstream raw materials:

Benzyloxymethyl chloride

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

Downstream raw materials:

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

9-deazaguanine

1-benzyloxymethyl-9-deazaguanine

3-benzyloxymethyl-2-[(dimethylamino)methyleneimino]-4(3H)-oxo-5H-pyrrolo[3,2-d]pyrimidine