3-chloro-4-(pyridin-2-ylmethoxy)aniline
- CAS NO.:524955-09-7
- Empirical Formula: C12H11ClN2O
- Molecular Weight: 234.68
- MDL number: MFCD08699389
- EINECS: 1592732-453-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-04-10 08:42:08
What is 3-chloro-4-(pyridin-2-ylmethoxy)aniline?
The Uses of 3-chloro-4-(pyridin-2-ylmethoxy)aniline
3-Chloro-4-(2-pyridylmethoxy)aniline was used for preparation of disubstituted (arylamino)quinolinecarbonitriles as orally active irreversible inhibitors of human epidermal growth factor receptor-2 kinase activity and antitumor agents.
Synthesis
3-chloro-4-(pyridin-2-ylmethoxy)aniline is synthesised using 2-((2-Chloro-4-nitrophenoxy)methyl)pyridine as a raw material by chemical reaction. The specific synthesis steps are as follows:
The 2-((2-chloro-4-nitrophenoxy)methyl)pyridine (3.9 g, 15 mmol), zinc powder (5.8 g, 88 mmol) and ammonium chloride (2.4 g, 44 mmol) were added into a mixed solution of ethanol (60 mL) and H2O (10 mL).
The mixture was stirred at 60° C. overnight.
Then the reaction mixture was poured into 200 mL of H2O, extracted with ethyl acetate.
The organic phase was separated, washed with saturated brine and dried.
The solvent was removed in vacuo, and the compound shown in the title (3.4 g, 98percent) was obtained.
1H NMR (CDCl3): δ 8.57 (1H, d, J=4.8 Hz), 7.75-7.70 (1H, m), 7.65-7.63 (1H, m), 7.23-7.20 (1H, m), 6.81 (1H, d, J=9.2 Hz), 6.77 (1H, d, J=2.8 Hz), 5.18 (2H, s), 3.48 (2H, br).
Properties of 3-chloro-4-(pyridin-2-ylmethoxy)aniline
Melting point: | 91.0 to 95.0 °C |
Boiling point: | 402.5±35.0 °C(Predicted) |
Density | 1.292±0.06 g/cm3(Predicted) |
storage temp. | Keep in dark place,Inert atmosphere,Room temperature |
form | powder to crystal |
pka | 3.88±0.10(Predicted) |
color | White to Light yellow to Light orange |
Safety information for 3-chloro-4-(pyridin-2-ylmethoxy)aniline
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 3-chloro-4-(pyridin-2-ylmethoxy)aniline
Abamectin manufacturer
Aarti Industries Limited (AIL)
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