METHYL 3-(CYCLOPROPYLAMINO)-2-(2,4-DICHLORO-5-FLUOROBENZOYL)ACRYLATE

Base Information

• Chemical Name: METHYL 3-(CYCLOPROPYLAMINO)-2-(2,4-DICHLORO-5-FLUOROBENZOYL)ACRYLATE
• CAS No.: 105392-26-5
• Molecular Formula: C14H12Cl2FNO3
• Molecular Weight: 332.159
• Hs Code.: 2922499990
• Mol file: 105392-26-5.mol

Synonyms:Cyclopropyl carboxylic acid amide;Methyl cyclopropyl carboxylic amine;

Chemical Property of METHYL 3-(CYCLOPROPYLAMINO)-2-(2,4-DICHLORO-5-FLUOROBENZOYL)ACRYLATE

Chemical Property:

• Vapor Pressure: 6.02E-09mmHg at 25°C
• Melting Point: 150-154 °C(lit.)
• Refractive Index: 1.579
• Boiling Point: 468.4ºC at 760mmHg
• PKA: 2.56±0.70(Predicted)
• Flash Point: 237.1ºC
• PSA: 55.40000
• Density: 1.43g/cm3
• LogP: 3.51500

Purity/Quality:

99% ^*data from raw suppliers

Methyl 3-(cyclopropylamino)-2-(2,4-dichloro-5-fluorobenzoyl)acrylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of METHYL 3-(CYCLOPROPYLAMINO)-2-(2,4-DICHLORO-5-FLUOROBENZOYL)ACRYLATE

There total 1 articles about METHYL 3-(CYCLOPROPYLAMINO)-2-(2,4-DICHLORO-5-FLUOROBENZOYL)ACRYLATE 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: 62.0%

2,4-dichloro-5-fluorobenzoyl chloride (86393-34-2) + N-(Cyclopropylamino)acrylsaeure-methylester (72396-25-9) → 3-Cyclopropylamino-2-(2,4-dichlor-5-fluorbenzoyl)acrylsaeure-methylester (105392-26-5)

Guidance literature:

With pyridine; In 1,4-dioxane; 1.) 2 h, room temperature, 2.) 1 h, 70 - 80 deg C_.;

Reference yield: 85.0%

3-Cyclopropylamino-2-(2,4-dichlor-5-fluorbenzoyl)acrylsaeure-methylester (105392-26-5) → 7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid methyl ester (104599-90-8,178489-03-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 140 - 150 ℃; for 2h;

Reference yield:

3-Cyclopropylamino-2-(2,4-dichlor-5-fluorbenzoyl)acrylsaeure-methylester (105392-26-5) → enrofloxacin (93106-60-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / potassium carbonate / dimethylformamide / 2 h / 140 - 150 °C

2: 92 percent / conc. H₂SO₄ / H₂O; acetic acid / 1.5 h / Heating

3: 86 percent / dimethylsulfoxide / 2.5 h / 140 °C

With sulfuric acid; potassium carbonate; In water; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide;

upstream raw materials:

2,4-dichloro-5-fluorobenzoyl chloride

N-(Cyclopropylamino)acrylsaeure-methylester

Downstream raw materials:

7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid methyl ester

ciprofloxacin

7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid

ciprofloxacin hydrochloride

Refernces