N-cyclopropyl-N-(2-nitro-phenyl)-oxalamic acid methyl ester

Base Information

• Chemical Name: N-cyclopropyl-N-(2-nitro-phenyl)-oxalamic acid methyl ester
• CAS No.: 1224640-10-1
• Molecular Formula: C₁₂H₁₂N₂O₅
• Molecular Weight: 264.238
• Mol file: 1224640-10-1.mol

Synonyms:N-cyclopropyl-N-(2-nitro-phenyl)-oxalamic acid methyl ester

Chemical Property of N-cyclopropyl-N-(2-nitro-phenyl)-oxalamic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-cyclopropyl-N-(2-nitro-phenyl)-oxalamic acid methyl ester

There total 2 articles about N-cyclopropyl-N-(2-nitro-phenyl)-oxalamic acid methyl 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: 95.0%

monomethyl oxalyl chloride (5781-53-3) + cyclopropyl-(2-nitro-phenyl)-amine (55432-23-0) → N-cyclopropyl-N-(2-nitro-phenyl)-oxalamic acid methyl ester (1224640-10-1)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

Reference yield:

ortho-nitrofluorobenzene (1493-27-2,127723-77-7) → N-cyclopropyl-N-(2-nitro-phenyl)-oxalamic acid methyl ester (1224640-10-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 19 h / 20 - 30 °C

2: triethylamine / dichloromethane / 72 h / 20 °C

With triethylamine; In dichloromethane;

Reference yield:

N-cyclopropyl-N-(2-nitro-phenyl)-oxalamic acid methyl ester (1224640-10-1) → 2,5-dichloro-4-[3-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-pyridin-4-yloxy]-benzamide (1315469-13-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: hydrogen / palladium 10% on activated carbon / methanol / 2 h / 20 °C / 900.09 Torr

2.1: triphenylphosphine / N,N-dimethyl-formamide / 4 h / 135 °C

3.1: borane-THF / tetrahydrofuran / 20 °C

4.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 17 h / 20 °C

5.1: triethylamine / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / ethyl acetate / 20 h / 120 °C / 52505.3 Torr

6.1: water; lithium hydrochloride monohydrate / 1,4-dioxane / 1.5 h / 20 °C

6.2: pH 1

7.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; ammonium chloride / N,N-dimethyl-formamide / 20 °C

With borane-THF; lithium hydrochloride monohydrate; water; hydrogen; ammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; ethyl acetate; N,N-dimethyl-formamide;

upstream raw materials:

monomethyl oxalyl chloride

cyclopropyl-(2-nitro-phenyl)-amine

ortho-nitrofluorobenzene

Downstream raw materials:

1-cyclopropyl-1,2,3,4-tetrahydroquinoxaline-2,3-dione

1-cyclopropyl-1,2,3,4-tetrahydro-quinoxaline

[4-(2,5-dichloro-4-bromophenoxy)pyridin-3-yl]-(4-cyclopropyl-3,4-dihydro-2H-quinoxalin-1-yl)methanone

2,5-dichloro-4-[3-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-pyridin-4-yloxy]-benzoic acid methyl ester