3-benzyl-2-dimethylaminoethyleneimino-5-nitro-6-β-dimethylaminovinyl-3H-pyrimidin-4-one

Base Information

• Chemical Name: 3-benzyl-2-dimethylaminoethyleneimino-5-nitro-6-β-dimethylaminovinyl-3H-pyrimidin-4-one
• CAS No.: 224946-80-9
• Molecular Formula: C₁₈H₂₂N₆O₃
• Molecular Weight: 370.411

Synonyms:3-benzyl-2-dimethylaminoethyleneimino-5-nitro-6-β-dimethylaminovinyl-3H-pyrimidin-4-one

Chemical Property of 3-benzyl-2-dimethylaminoethyleneimino-5-nitro-6-β-dimethylaminovinyl-3H-pyrimidin-4-one

Chemical Property:

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Technology Process of 3-benzyl-2-dimethylaminoethyleneimino-5-nitro-6-β-dimethylaminovinyl-3H-pyrimidin-4-one

There total 5 articles about 3-benzyl-2-dimethylaminoethyleneimino-5-nitro-6-β-dimethylaminovinyl-3H-pyrimidin-4-one 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: 93.0%

2-amino-6-methyl-5-nitro-4(3H)-oxopyrimidine (4214-85-1) + N,N-dimethylformamide dibenzyl acetal (2016-04-8) → 3-benzyl-2-dimethylaminoethyleneimino-5-nitro-6-β-dimethylaminovinyl-3H-pyrimidin-4-one (224946-80-9)

Guidance literature:

In N,N-dimethyl-formamide; at 80 ℃;

DOI:10.1080/15257779908043082

Reference yield:

2-amino-6-methyl-3H-pyrimidin-4-one (3977-29-5) → 3-benzyl-2-dimethylaminoethyleneimino-5-nitro-6-β-dimethylaminovinyl-3H-pyrimidin-4-one (224946-80-9)

Guidance literature:

Multi-step reaction with 4 steps

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

2: 92 percent / CH₂Cl₂ / 1 h / 20 °C

3: 31.5 g / 1,8-diazabicyclo[5.4.0]undec-7-ene / dimethylformamide / 20 °C

4: dimethylformamide / 65 °C

With nitric acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; sulfuric acid; N,N-dimethyl-formamide; 1: Nitration / 2: Condensation / 3: Alkylation / 4: Condensation;

DOI:10.1080/15257779908043082

Reference yield:

2-amino-6-methyl-5-nitro-4(3H)-oxopyrimidine (4214-85-1) → 3-benzyl-2-dimethylaminoethyleneimino-5-nitro-6-β-dimethylaminovinyl-3H-pyrimidin-4-one (224946-80-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / CH₂Cl₂ / 1 h / 20 °C

2: 31.5 g / 1,8-diazabicyclo[5.4.0]undec-7-ene / dimethylformamide / 20 °C

3: dimethylformamide / 65 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; N,N-dimethyl-formamide; 1: Condensation / 2: Alkylation / 3: Condensation;

DOI:10.1080/15257779908043082

upstream raw materials:

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

N,N-dimethylformamide dibenzyl acetal

N,N-dimethyl-formamide dimethyl acetal

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

Downstream raw materials:

C₃₂H₂₆N₆O₁₀

1-benzyl-2'-deoxy-3',5'-di-O-(p-nitrobenzoyl)-9-deazaguanosine

1-benzyl-2'-deoxy-9-deazaguanosine

2-Amino-3-benzyl-7-((2S,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-3,5-dihydro-pyrrolo[3,2-d]pyrimidin-4-one

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