dimethyl 3-allyl-6-(3-bromophenyl)-2-oxo-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate

Base Information

• Chemical Name: dimethyl 3-allyl-6-(3-bromophenyl)-2-oxo-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate
• CAS No.: 1352412-13-5
• Molecular Formula: C₁₇H₁₇BrN₂O₅
• Molecular Weight: 409.236

Synonyms:dimethyl 3-allyl-6-(3-bromophenyl)-2-oxo-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate

Chemical Property of dimethyl 3-allyl-6-(3-bromophenyl)-2-oxo-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate

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Technology Process of dimethyl 3-allyl-6-(3-bromophenyl)-2-oxo-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate

There total 1 articles about dimethyl 3-allyl-6-(3-bromophenyl)-2-oxo-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate 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: 83.0%

(3-bromophenyl)chloromethyl isocyanate (881993-37-9) + dimethyl N-allylaminofumarate (1352412-10-2) → dimethyl 3-allyl-6-(3-bromophenyl)-2-oxo-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate (1352412-13-5)

Guidance literature:

In toluene; at 20 ℃; for 24h;

DOI:10.1134/S1070428011110133

Reference yield: 66.0%

dimethyl 3-allyl-6-(3-bromophenyl)-2-oxo-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate (1352412-13-5) + N-hydroxy-4-methoxy-benzenecarboximidoyl chloride (38435-51-7) → dimethyl 6-(3-bromophenyl)-3-{[3-(4-methoxyphenyl)-4,5-dihydro-5-isoxazolyl]methyl}-2-oxo-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate (1352412-21-5)

Guidance literature:

With triethylamine; In dichloromethane; at -15 - 20 ℃; for 13h; regioselective reaction;

DOI:10.1134/S1070428011110133

Reference yield: 29.0%

dimethyl 3-allyl-6-(3-bromophenyl)-2-oxo-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate (1352412-13-5) + benzohydroximoyl chloride (698-16-8) → dimethyl 6-(3-bromophenyl)-3-[(3-phenyl-4,5-dihydro-5-isoxazolyl)methyl]-2-oxo-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate (1352412-20-4)

Guidance literature:

With triethylamine; In dichloromethane; at -15 - 20 ℃; for 13h; regioselective reaction;

DOI:10.1134/S1070428011110133

upstream raw materials:

(3-bromophenyl)chloromethyl isocyanate

dimethyl N-allylaminofumarate

Downstream raw materials:

dimethyl 6-(3-bromophenyl)-3-[(3-phenyl-4,5-dihydro-5-isoxazolyl)methyl]-2-oxo-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate

dimethyl 6-(3-bromophenyl)-3-{[3-(4-methoxyphenyl)-4,5-dihydro-5-isoxazolyl]methyl}-2-oxo-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate

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