| Identification | More | [Name]
2-(3-Amino-4-chloro-benzoyl)benzoic acid | [CAS]
118-04-7 | [Synonyms]
2-(3'-AMINO-4'-CHLOROBENZOYL)BENZOIC ACID
2-(3-AMINO-4-CHLOROBENZOYL)BENZOIC ACID
2-(4-CHLORO-3-AMINOBENZOYL) BENZOIC ACID
LABOTEST-BB LT00012586
2-(3-amino-4-chlorobenzoyl)-benzoicaci
3-Amino-2-Carboxy-4-Chlorobenzophenone
BENZOIC ACID, 2-(3-AMINO-4-CHLOROBENZOYL)
2-(3-Amino-4-chlorobenzoyl)benzoicacid（NH2-CBB）
2-(3-Amino-4-chlorobenzoyl)ben
3'-amino-4'-chlorobenzophenone-2-carboxylic acid
2-(3-AMINO-4-CHLOROBENZOYL)BENZOIC ACIDFLUNARIZINE | [EINECS(EC#)]
204-230-4 | [Molecular Formula]
C14H10ClNO3 | [MDL Number]
MFCD00007672 | [Molecular Weight]
275.69 | [MOL File]
118-04-7.mol |
| Chemical Properties | Back Directory | [Melting point ]
181.5-182.0 °C(Solv: ethanol (64-17-5)) | [Boiling point ]
538.6±50.0 °C(Predicted) | [density ]
1.418±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
3.24±0.36(Predicted) | [color ]
Pale Yellow | [CAS DataBase Reference]
118-04-7(CAS DataBase Reference) | [EPA Substance Registry System]
118-04-7(EPA Substance) |
| Hazard Information | Back Directory | [Uses]
2-(3-Amino-4-chlorobenzoyl)benzoic Acid is a useful synthetic intermediate. It is used to prepare protein kinase C phosphorylates synthetic fluorescent reporter. | [Synthesis]
A. To a reaction vessel was added 0.23 mol of 2-(4-chloro-3-nitrobenzoyl)benzoic acid, 300 mL of a 35% by mass sodium nitrate solution and 500 mL of a 24% by mass potassium carbonate solution. The temperature of the solution was raised to 60 °C, followed by the addition of 1.31 g of chlorobenzoic acid solution, 0.311 g of cuprous chloride and 0.211 g of potassium iodide. The stirring speed was controlled to 160 rpm and the temperature of the solution was raised to 70 °C and refluxed for 3 hours.
B. The reaction solution was cooled to 20 °C and filtered. The filter cake was washed with sodium bisulfite solution with a mass fraction of 52%, then the temperature of the washed solution was raised to 50 °C, 300 mL of ammonium chloride solution with a mass fraction of 37% was added, and stirred for 90 minutes.
C. The solution was cooled to 10 °C and filtered by pumping. The filter cake was washed with potassium bromide solution and subsequently dehydrated with anhydrous magnesium sulfate as dehydrating agent to finally obtain 2-(3-amino-4-chlorobenzoyl)benzoic acid (60.30 g, 95% yield). | [References]
[1] Russian Journal of Organic Chemistry, 2001, vol. 37, # 5, p. 673 - 676
[2] Patent: CN105906521, 2016, A. Location in patent: Paragraph 0019; 0020; 0021; 0022; 0023
[3] Angewandte Chemie - International Edition, 1999, vol. 38, # 18, p. 2777 - 2779
[4] Patent: DE148110,
[5] Journal of Medicinal Chemistry, 1965, vol. 8, p. 691 - 694 |
|
|