2-[(3-nitrophenyl)methylene]-3-oxobutanoic acid, 2-[methyl(phenylmethyl)amino]ethyl ester

Base Information

• Chemical Name: 2-[(3-nitrophenyl)methylene]-3-oxobutanoic acid, 2-[methyl(phenylmethyl)amino]ethyl ester
• CAS No.: 54527-98-9
• Molecular Formula: C₂₁H₂₂N₂O₅
• Molecular Weight: 382.416

Synonyms:2-[(3-nitrophenyl)methylene]-3-oxobutanoic acid, 2-[methyl(phenylmethyl)amino]ethyl ester

Chemical Property of 2-[(3-nitrophenyl)methylene]-3-oxobutanoic acid, 2-[methyl(phenylmethyl)amino]ethyl ester

Chemical Property:

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Technology Process of 2-[(3-nitrophenyl)methylene]-3-oxobutanoic acid, 2-[methyl(phenylmethyl)amino]ethyl ester

There total 4 articles about 2-[(3-nitrophenyl)methylene]-3-oxobutanoic acid, 2-[methyl(phenylmethyl)amino]ethyl 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: 63.0%

acetoacetic acid [2-(N-methyl-N-benzylamino)-ethyl]-ester (54527-65-0) + 3-nitro-benzaldehyde (99-61-6) → 2-[1-(3-Nitro-phenyl)-meth-(E)-ylidene]-3-oxo-butyric acid 2-(benzyl-methyl-amino)-ethyl ester (54527-98-9)

Guidance literature:

With piperdinium acetate; In benzene; Ambient temperature;

DOI:10.1248/cpb.43.797

Reference yield:

acetoacetic acid [2-(N-methyl-N-benzylamino)-ethyl]-ester (54527-65-0) + 3-nitro-benzaldehyde (99-61-6) → 2-[(3-nitrophenyl)methylene]-3-oxobutanoic acid, 2-[methyl(phenylmethyl)amino]ethyl ester (54527-98-9)

Guidance literature:

With piperidine; acetic acid; In benzene; for 1h; Heating;

DOI:10.1021/jm00095a023

Reference yield:

2-(N-benzyl-N-methyl)amino-1-ethanol (101-98-4) → 2-[1-(3-Nitro-phenyl)-meth-(E)-ylidene]-3-oxo-butyric acid 2-(benzyl-methyl-amino)-ethyl ester (54527-98-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 63.6 percent / Et₃N / CHCl₃ / 10 h / Ambient temperature

2: 63 percent / piperidinium acetate / benzene / Ambient temperature

With piperdinium acetate; triethylamine; In chloroform; benzene;

DOI:10.1248/cpb.43.797

upstream raw materials:

acetoacetic acid [2-(N-methyl-N-benzylamino)-ethyl]-ester

3-nitro-benzaldehyde

2-(N-benzyl-N-methyl)amino-1-ethanol

benzyl-methyl-amine

Downstream raw materials:

6-Methyl-2-methylsulfanyl-4-(3-nitro-phenyl)-1,4-dihydro-pyrimidine-5-carboxylic acid 2-(benzyl-methyl-amino)-ethyl ester

2-(4-Methoxy-benzylsulfanyl)-4-methyl-6-(3-nitro-phenyl)-6H-pyrimidine-1,5-dicarboxylic acid 5-[2-(benzyl-methyl-amino)-ethyl] ester 1-ethyl ester

1,4-dihydro-2-[[(4-methoxyphenyl)methyl]thio]-6-methyl-4-(3-nitrophenyl)-5-pyrimidinecarboxylic acid, 2-[methyl(phenylmethyl)amino]ethyl ester

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