3,5-dimethyl-1-(3-nitro-phenyl)-1,4-dihydro-pyrazine-2,6-dicarboxylic acid dimethyl ester

Base Information

• Chemical Name: 3,5-dimethyl-1-(3-nitro-phenyl)-1,4-dihydro-pyrazine-2,6-dicarboxylic acid dimethyl ester
• CAS No.: 314241-24-2
• Molecular Formula: C₁₆H₁₇N₃O₆
• Molecular Weight: 347.327

Synonyms:3,5-dimethyl-1-(3-nitro-phenyl)-1,4-dihydro-pyrazine-2,6-dicarboxylic acid dimethyl ester

Chemical Property of 3,5-dimethyl-1-(3-nitro-phenyl)-1,4-dihydro-pyrazine-2,6-dicarboxylic acid dimethyl ester

Chemical Property:

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Technology Process of 3,5-dimethyl-1-(3-nitro-phenyl)-1,4-dihydro-pyrazine-2,6-dicarboxylic acid dimethyl ester

There total 3 articles about 3,5-dimethyl-1-(3-nitro-phenyl)-1,4-dihydro-pyrazine-2,6-dicarboxylic acid dimethyl ester 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: 69.0%

3-hydroxy-2-[(2-hydroxy-1-methoxycarbonyl-propenyl)-(3-nitro-phenyl)-amino]-but-2-enoic acid methyl ester (440089-61-2) → 3,5-dimethyl-1-(3-nitro-phenyl)-1,4-dihydro-pyrazine-2,6-dicarboxylic acid dimethyl ester (314241-24-2)

Guidance literature:

With ammonium acetate; In tert-butyl alcohol; for 0.5h; Heating;

DOI:10.1016/S0960-894X(01)00765-X

Reference yield:

2-Diazo-3-oxo-butyric acid methyl ester (24762-04-7) → 3,5-dimethyl-1-(3-nitro-phenyl)-1,4-dihydro-pyrazine-2,6-dicarboxylic acid dimethyl ester (314241-24-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 26.3 percent / Rh₂(OAc)4 / benzene / Heating

2: 69 percent / ammonium acetate / 2-methyl-propan-2-ol / 0.5 h / Heating

With ammonium acetate; dirhodium tetraacetate; In tert-butyl alcohol; benzene;

DOI:10.1016/S0960-894X(01)00765-X

Reference yield:

3-nitro-aniline (99-09-2) → 3,5-dimethyl-1-(3-nitro-phenyl)-1,4-dihydro-pyrazine-2,6-dicarboxylic acid dimethyl ester (314241-24-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 26.3 percent / Rh₂(OAc)4 / benzene / Heating

2: 69 percent / ammonium acetate / 2-methyl-propan-2-ol / 0.5 h / Heating

With ammonium acetate; dirhodium tetraacetate; In tert-butyl alcohol; benzene;

DOI:10.1016/S0960-894X(01)00765-X

upstream raw materials:

3-hydroxy-2-[(2-hydroxy-1-methoxycarbonyl-propenyl)-(3-nitro-phenyl)-amino]-but-2-enoic acid methyl ester

2-Diazo-3-oxo-butyric acid methyl ester

3-nitro-aniline

Downstream raw materials:

4-(3-aminophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyrazinedicarboxylic acid, dimethyl ester

1,4-dihydro-2,6-dimethyl-4-(3-isothiocyanatophenyl)-3,5-pyrazinedicarboxylic acid, dimethyl ester

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