3,4-dihydro-2-methyl-6-nitro-3-oxo-2H-1,4-benzoxazine-2-carboxylic acid

Base Information

• Chemical Name: 3,4-dihydro-2-methyl-6-nitro-3-oxo-2H-1,4-benzoxazine-2-carboxylic acid
• CAS No.: 154365-44-3
• Molecular Formula: C₁₀H₈N₂O₆
• Molecular Weight: 252.183
• Hs Code.: 2934999090
• Mol file: 154365-44-3.mol

Synonyms:3,4-dihydro-2-methyl-6-nitro-3-oxo-2H-1,4-benzoxazine-2-carboxylic acid

Chemical Property of 3,4-dihydro-2-methyl-6-nitro-3-oxo-2H-1,4-benzoxazine-2-carboxylic acid

Chemical Property:

Purity/Quality:

98%min ^*data from raw suppliers

2-Methyl-6-nitro-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylicAcid ^*data from reagent suppliers

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Technology Process of 3,4-dihydro-2-methyl-6-nitro-3-oxo-2H-1,4-benzoxazine-2-carboxylic acid

There total 2 articles about 3,4-dihydro-2-methyl-6-nitro-3-oxo-2H-1,4-benzoxazine-2-carboxylic acid 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: 89.0%

3,4-dihydro-2-methyl-6-nitro-3-oxo-2H-1,4-benzoxazine-2-carboxylic acid ethyl ester (154365-37-4) → 3,4-dihydro-2-methyl-6-nitro-3-oxo-2H-1,4-benzoxazine-2-carboxylic acid (154365-44-3)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; for 18h; Ambient temperature;

DOI:10.1002/jhet.5570300303

Reference yield:

2-hydroxy-5-nitroaniline (99-57-0) → 3,4-dihydro-2-methyl-6-nitro-3-oxo-2H-1,4-benzoxazine-2-carboxylic acid (154365-44-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: KF / dimethylformamide / 0.25 h / 20 °C

1.2: 66 percent / dimethylformamide / 6 h / 60 °C

2.1: 70 percent / aq. LiOH / methanol / 12 h

With potassium fluoride; lithium hydroxide; In methanol; N,N-dimethyl-formamide;

DOI:10.1039/b400490f

Reference yield: 30.0%

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride (16652-71-4) + 3,4-dihydro-2-methyl-6-nitro-3-oxo-2H-1,4-benzoxazine-2-carboxylic acid (154365-44-3) → benzyl (2S)-1-{[(2R)-2-methyl-6-nitro-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl]carbonyl}-2-pyrrolidinecarboxylate (727994-02-7) + benzyl (2S)-1-{[(2S)-2-methyl-6-nitro-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl]carbonyl}-2-pyrrolidinecarboxylate (727994-00-5)

Guidance literature:

With diphenyl-phosphinic acid; triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 61h;

DOI:10.1039/b400490f

upstream raw materials:

3,4-dihydro-2-methyl-6-nitro-3-oxo-2H-1,4-benzoxazine-2-carboxylic acid ethyl ester

2-hydroxy-5-nitroaniline

Downstream raw materials:

benzyl (2S)-1-{[(2R)-2-methyl-6-nitro-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl]carbonyl}-2-pyrrolidinecarboxylate

benzyl (2S)-1-{[(2S)-2-methyl-6-nitro-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl]carbonyl}-2-pyrrolidinecarboxylate

ethyl (2S)-1-{[(2R)-6-({4-[amino(imino)methyl]benzoyl}amino)-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl]carbonyl}-2-pyrrolidinecarboxylate

ethyl (2S)-1-{[(2S)-6-({4-[amino(imino)methyl]benzoyl}amino)-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl]carbonyl}-2-pyrrolidinecarboxylate

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