| Identification | Back Directory | [Name]
2,6-Dichloro-3,5-dimethoxyaniline | [CAS]
872509-56-3 | [Synonyms]
157427
oro-3,5-dimethoxyaniL
2,6-Dichloro-3,5-dimethoxyaniline
2,6-Dichloro-3,5-dimethoxybenzenamine
2,6-Dichloro-3,5-dimethoxy-phenylamine
Benzenamine, 2,6-dichloro-3,5-dimethoxy- | [Molecular Formula]
C8H9Cl2NO2 | [MDL Number]
MFCD21648506 | [MOL File]
872509-56-3.mol | [Molecular Weight]
222.069 |
| Chemical Properties | Back Directory | [Boiling point ]
320℃ | [density ]
1.357 | [Fp ]
147℃ | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [pka]
-0.13±0.10(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C8H9Cl2NO2/c1-12-4-3-5(13-2)7(10)8(11)6(4)9/h3H,11H2,1-2H3 | [InChIKey]
LCQFHEIDCMPNAN-UHFFFAOYSA-N | [SMILES]
C1(N)=C(Cl)C(OC)=CC(OC)=C1Cl |
| Hazard Information | Back Directory | [Chemical Properties]
White to off-white powder | [Uses]
2,6-Dichloro-3,5-dimethoxyaniline is primarily used as an intermediate in the synthesis of pharmaceuticals. | [Synthesis]
N-(2,6-dichloro-3,5-dimethoxyphenyl)acetamide (34.5 g, 131 mmol) was used as a raw material and dissolved in ethanol (600 mL). Subsequently, 2N aqueous potassium hydroxide solution (400 mL) was added to this solution to obtain the reaction mixture. The reaction mixture was heated to 90°C and stirred, and the reaction was kept at reflux for 2 days. Upon completion of the reaction, the mixture was cooled to room temperature, then cooled to 0 °C in an ice water bath and stirring was continued for 1 hour. The precipitated solid was collected by filtration, washed with cold ethanol/water (1:1, v/v) mixed solvent and dried to give 2,6-dichloro-3,5-dimethoxyaniline (22.1 g, 76% yield). The product was characterized by 1H NMR (400 MHz, DMSO-d5): δ 6.21 (s, 1H), 5.40 (s, 2H), 3.83 (s, 6H). | [References]
[1] Journal of Medicinal Chemistry, 2011, vol. 54, # 20, p. 7066 - 7083
[2] Patent: US2016/145240, 2016, A1. Location in patent: Paragraph 0098; 0099
[3] Patent: WO2016/164703, 2016, A1. Location in patent: Page/Page column 36
[4] Patent: WO2016/164754, 2016, A1. Location in patent: Page/Page column 33
[5] Patent: WO2006/420, 2006, A1. Location in patent: Page/Page column 157 |
|
|