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[ CAS No. 15307-93-4 ] {[proInfo.proName]}

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Chemical Structure| 15307-93-4
Chemical Structure| 15307-93-4
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Product Details of [ 15307-93-4 ]

CAS No. :15307-93-4 MDL No. :MFCD00269648
Formula : C12H9Cl2N Boiling Point : -
Linear Structure Formula :- InChI Key :HDUUZPLYVVQTKN-UHFFFAOYSA-N
M.W : 238.11 Pubchem ID :84867
Synonyms :
2,6-Dichloro-N-phenylaniline
Chemical Name :2,6-Dichloro-N-phenylaniline

Calculated chemistry of [ 15307-93-4 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 15
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.0
Num. rotatable bonds : 2
Num. H-bond acceptors : 0.0
Num. H-bond donors : 1.0
Molar Refractivity : 66.01
TPSA : 12.03 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -4.58 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.66
Log Po/w (XLOGP3) : 4.47
Log Po/w (WLOGP) : 4.74
Log Po/w (MLOGP) : 4.41
Log Po/w (SILICOS-IT) : 3.98
Consensus Log Po/w : 4.05

Druglikeness

Lipinski : 1.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -4.59
Solubility : 0.00609 mg/ml ; 0.0000256 mol/l
Class : Moderately soluble
Log S (Ali) : -4.44
Solubility : 0.0086 mg/ml ; 0.0000361 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -6.21
Solubility : 0.000149 mg/ml ; 0.000000624 mol/l
Class : Poorly soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 2.07

Safety of [ 15307-93-4 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 15307-93-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 15307-93-4 ]

[ 15307-93-4 ] Synthesis Path-Downstream   1~13

  • 1
  • [ 79-37-8 ]
  • [ 15307-93-4 ]
  • [ 24542-55-0 ]
  • 2
  • [ 35928-65-5 ]
  • [ 15307-93-4 ]
  • [ 83281-93-0 ]
  • 3
  • [ 15307-93-4 ]
  • [ 79-04-9 ]
  • [ 15308-01-7 ]
  • 4
  • [ 15307-93-4 ]
  • (1S,2S)-2-(2,2-Dichloro-vinyl)-1,2,3,3-tetramethyl-cyclopropanecarbonyl chloride [ No CAS ]
  • [4-(2,6-Dichloro-phenylamino)-phenyl]-[(1S,2S)-2-(2,2-dichloro-vinyl)-1,2,3,3-tetramethyl-cyclopropyl]-methanone [ No CAS ]
  • 5
  • [ 15307-93-4 ]
  • [ 3282-30-2 ]
  • 1-[4-(2,6-dichloro-phenylamino)-phenyl]-2,2-dimethyl-propan-1-one [ No CAS ]
  • 6
  • [ 15307-93-4 ]
  • [ 122-01-0 ]
  • (4-chloro-phenyl)-[4-(2,6-dichloro-phenylamino)-phenyl]-methanone [ No CAS ]
  • 7
  • [ 123066-65-9 ]
  • [ 15307-93-4 ]
YieldReaction ConditionsOperation in experiment
85% With sodium hydroxide; In chlorobenzene; EXAMPLE 22 A 1 l glass reactor was charged with 100 g (0.32 mole) of N-phenyl-2,2,6,6-tetrachlorocyclohexaneimine obtained in Example 1 and 500 g of chlorobenzene, and the mixture was heated in an oil bath with stirring. While keeping the reaction temperature at 100 C., the reaction was continued for 5 hours. After the reaction was completed, the reaction mixture was cooled to 25 C., and washed with 300 g of a 10% aqueous solution of sodium hydroxide. Then, the organic layer was dried with sodium sulfuric anhydride, from which chlorobenzene was distilled away under reduced pressure to give 64.7 g of N-phenyl-2,6-dichloroaniline in the state of a black solid (yield: 85%, mp: 49.5 to 50.7 C.). The obtained N-phenyl-2,6-dichloroaniline had a purity of 92.1% measured by means of gas chromatography. After N-phenyl-2,6-dichloroaniline was purified by recrystallizing from methanol, 1 H-NMR analysis, IR analysis and elementary analysis were conducted. The results are shown below. 1 H-NMR (solvent: CDCl3, internal standard: TMS): delta ppm: 7.53 to 6.55 (8H, m, benzene ring), 5.83 (1H, S, NH). IR (KBr tablet): nu NH: 3380 (cm-1).
  • 8
  • [ 15307-93-4 ]
  • [ 112-67-4 ]
  • 1-[4-(2,6-dichloro-phenylamino)-phenyl]-hexadecan-1-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
87% EXAMPLE 23 The procedure of Example 22 was repeated except that 40 g (0.38 mole) of sodium carbonate was used and that the reaction temperature was kept at 95° C. to give 66.3 g of N-phenyl-2,6-dichloroaniline (yield: 87percent, purity: 95.1percent).
EXAMPLE 2 Preparation of 2,6-dichlorodiphenylamine A mixture of 996 g of 2,6-dichlorophenoxyacetic acid ethyl ester, 500 ml of aniline and 400 ml of n-butanol is preheated to 100° C. in a distillation apparatus. 400 ml of 5.5N sodium methylate are run in over a period of 30 minutes during which a flow of distillate is maintained by the exothermic heat of the reaction. After addition of the sodium methylate, stirring is continued for 15 minutes at 100° C. with continued removal of distillate. 1 l of water is then added and solvent is distilled off down to the sump temperature of 90° C. Phase separation takes place at 60° C. The solvent is drawn off in a vacuum and the product is crystallized from 1l of 90percent i-propanol. The product is separated by suction filtration at 0° C. and washed with dilute i-propanol. Yield: 727 g=76.5percent of the theoretical yield with exploitation of the mother liquor to an extent of 82percent of the theoretical.
  • 10
  • [ 19393-92-1 ]
  • [ 62-53-3 ]
  • [ 15307-93-4 ]
  • 11
  • [ 108-86-1 ]
  • [ 608-31-1 ]
  • [ 15307-93-4 ]
  • 12
  • [ 3776-30-5 ]
  • [ 15307-93-4 ]
  • 13
  • [ 62-53-3 ]
  • Wang resin-bound styrene 4 [ No CAS ]
  • [ 15307-93-4 ]
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