| Identification | More | [Name]
N-(4-CHLOROPHENYL)-2-NITROBENZENAMINE | [CAS]
23008-56-2 | [Synonyms]
2-NITRO-4'-CHLORDIPHENYLAMIN
2-NITRO-4'-CHLORO DIPHENYLAMINE
4'-CHLORO-2-NITRODIPHENYLAMINE
4-CHLORO-2'-NITRODIPHENYLAMINE
N-(4-CHLOROPHENYL)-2-NITROBENZENAMINE
TIMTEC-BB SBB003165
N-(4-chlorophenyl)-2-nitroaniline
4-Chloro-N-(2-nitrophenyl)aniline
C.I.10336
C.I.Disperse Yellow 22
SRA Fast Golden Yellow XII | [EINECS(EC#)]
245-377-4 | [Molecular Formula]
C12H9ClN2O2 | [MDL Number]
MFCD02683544 | [Molecular Weight]
248.67 | [MOL File]
23008-56-2.mol |
| Chemical Properties | Back Directory | [Melting point ]
145-148 °C(lit.)
| [Boiling point ]
377.2±27.0 °C(Predicted) | [density ]
1.387±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,2-8°C | [pka]
-3.90±0.40(Predicted) | [Appearance]
Brown to dark brown Solid | [InChI]
InChI=1S/C12H9ClN2O2/c13-9-5-7-10(8-6-9)14-11-3-1-2-4-12(11)15(16)17/h1-8,14H | [InChIKey]
RCLKXSIRDRWUGX-UHFFFAOYSA-N | [SMILES]
C1(NC2=CC=C(Cl)C=C2)=CC=CC=C1[N+]([O-])=O | [CAS DataBase Reference]
23008-56-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HS Code ]
2921490090 |
| Hazard Information | Back Directory | [Uses]
2-?Nitro-?4''-?chlorodiphenylamine is a reagent used in the synthesis of novel 4-phenoxyquinoline derivatives as c-Met kinase inhibitors. Intermediate for Clofazimine. | [Preparation]
4-Chlorobenzenamine and 1-Chloro-2-nitrobenzene?condensation | [Synthesis]
GENERAL METHOD: Suspend NaH (75 mmol) in DMF (60 mL) at 0°C and slowly add 4-chloroaniline (50 mmol). After stirring for 30 min at 0°C, a solution of 1-fluoro-2-nitrobenzene (60 mmol) in DMF (30 mL) was added dropwise. The reaction mixture was gradually warmed to room temperature and stirred continuously for 16 hours. Upon completion of the reaction, the mixture was carefully poured into a stirred saturated NH4Cl solution (500 mL) and the precipitate was collected by filtration. The filter cake was washed with water and purified by recrystallization from methanol to give the target product N-(4-chlorophenyl)-2-nitroaniline (15h). The product was an orange solid with a yield of 72.3% and a melting point of 135.1-137.0 °C. 1H NMR (400 MHz, DMSO-d6) δ 9.31 (s, 1H), 8.12 (d, J = 8.0 Hz, 1H), 7.53 (t, J = 7.6 Hz, 1H), 7.44 (d, J = 8.8 Hz, 2H), 7.34 (d, J = 8.8 Hz, 2H), 7.22 (d, J = 8.4 Hz, 1H), 6.93 (t, J = 7.6 Hz, 1H).MS (ESI) m/z (%): 247.2 [M-H]-. | [Properties and Applications]
Brilliant yellow
|
StandardVinegar fiber
|
Ironing Fastness
|
Light Fastness
|
Persperation Fastness
|
Washing Fastness
|
|
Fading
|
Stain
|
Fading
|
Stain
|
Fading
|
Stain
|
|
ISO
|
|
|
7
|
4
|
4
|
3
|
2
|
| [References]
[1] Patent: CN106916069, 2017, A. Location in patent: Paragraph 0016; 0017; 0018; 0019; 0020; 0021; 0022-0024
[2] Organic Process Research and Development, 2016, vol. 20, # 2, p. 452 - 464
[3] Molecules, 2012, vol. 17, # 4, p. 4545 - 4559
[4] Synlett, 2003, # 4, p. 564 - 566
[5] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 16, p. 4475 - 4486 |
|
|