diethyl 2-((2,3-dihydro-3-phenylbenzo[b][1,4]oxazin-4-yl)-methylene)malonate

Base Information

• Chemical Name: diethyl 2-((2,3-dihydro-3-phenylbenzo[b][1,4]oxazin-4-yl)-methylene)malonate
• CAS No.: 1388154-49-1
• Molecular Formula: C₂₂H₂₃NO₅
• Molecular Weight: 381.428

Synonyms:diethyl 2-((2,3-dihydro-3-phenylbenzo[b][1,4]oxazin-4-yl)-methylene)malonate

Chemical Property of diethyl 2-((2,3-dihydro-3-phenylbenzo[b][1,4]oxazin-4-yl)-methylene)malonate

Chemical Property:

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Technology Process of diethyl 2-((2,3-dihydro-3-phenylbenzo[b][1,4]oxazin-4-yl)-methylene)malonate

There total 2 articles about diethyl 2-((2,3-dihydro-3-phenylbenzo[b][1,4]oxazin-4-yl)-methylene)malonate 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: 81.0%

3,4-dihydro-3-phenyl-2H-1,4-benzoxazine (70310-30-4) + diethyl 2-ethoxymethylenemalonate (87-13-8) → diethyl 2-((2,3-dihydro-3-phenylbenzo[b][1,4]oxazin-4-yl)-methylene)malonate (1388154-49-1)

Guidance literature:

at 140 ℃; for 2h;

DOI:10.1021/jm300763w

Reference yield:

2-(2-nitrophenoxy)-1-phenyl-1-ethanone (18065-01-5) → diethyl 2-((2,3-dihydro-3-phenylbenzo[b][1,4]oxazin-4-yl)-methylene)malonate (1388154-49-1)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 20 °C / 3040.2 Torr

2: 2 h / 140 °C

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol;

DOI:10.1021/jm300763w

Reference yield: 87.0%

diethyl 2-((2,3-dihydro-3-phenylbenzo[b][1,4]oxazin-4-yl)-methylene)malonate (1388154-49-1) → ethyl 3,7-dihydro-3-phenyl-7-oxo-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylate (1388154-58-2)

Guidance literature:

With poly(phosphoric acid); at 140 ℃; for 1h;

DOI:10.1021/jm300763w

upstream raw materials:

3,4-dihydro-3-phenyl-2H-1,4-benzoxazine

diethyl 2-ethoxymethylenemalonate

2-(2-nitrophenoxy)-1-phenyl-1-ethanone

Downstream raw materials:

ethyl 3,7-dihydro-3-phenyl-7-oxo-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylate

(R,S)-3,7-dihydro-3-phenyl-7-oxo-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid

N-cyclopentyl-3,7-dihydro-7-oxo-3-phenyl-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxamide

N-cyclohexyl-3,7-dihydro-7-oxo-3-phenyl-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxamide

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