| Identification | More | [Name]
3-Methoxy-2-methylaniline | [CAS]
19500-02-8 | [Synonyms]
1-AMINO-3-METHOXY-2-METHYLBENZENE
2-METHYL-3-AMINO ANISOLE
3-METHOXY-2-METHYLANILINE
3-METHOXY-O-TOLUIDINE
BENZENAMINE, 3-METHOXY-2-METHYL-
3-METHOXY-2-METHYL ANILINE,98%
3-AMINO-2-METHYL-ANISOLE
3-Methoxy-2-nitroaniline
2-Nitro-m-anisidine | [Molecular Formula]
C8H11NO | [MDL Number]
MFCD06412568 | [Molecular Weight]
137.18 | [MOL File]
19500-02-8.mol |
| Chemical Properties | Back Directory | [Melting point ]
27-28°C | [Boiling point ]
243.4±20.0 °C(Predicted) | [density ]
1.08 | [refractive index ]
1.5730-1.5770 | [Fp ]
>110℃ | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Oil | [pka]
4.03±0.10(Predicted) | [color ]
Brown to Dark Brown | [InChI]
InChI=1S/C8H11NO/c1-6-7(9)4-3-5-8(6)10-2/h3-5H,9H2,1-2H3 | [InChIKey]
OPXLVWLFDKRYRB-UHFFFAOYSA-N | [SMILES]
C1(N)=CC=CC(OC)=C1C | [CAS DataBase Reference]
19500-02-8(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Chemical Properties]
Brown Oil | [Uses]
3-Methoxy-2-methylaniline is a aniline derivative used in the preparation of indoles and indazoles with potential neurochemical activity, as well as in the preparation of quinoline based antiviral age
nts. | [Synthesis]
The general procedure for the synthesis of 3-methoxy-2-methylaniline from 2-methyl-3-nitroanisole is as follows (reference Example 42):
1. 9.98 g of a suspension of 5% palladium-carbon (wet) in 100 mL of ethanol was added to a solution of 30.7 g (184 mmol) of 2-methyl-3-nitroanisole in 300 mL of ethanol.
2. The reaction mixture was stirred at room temperature and under hydrogen atmosphere for 3 hours.
3. Upon completion of the reaction, the reaction solution was filtered through diatomaceous earth.
4. The filtrate was concentrated under vacuum to give 25.5 g of 3-methoxy-2-methylaniline as a light purple oil (Yield: quantitative).
Rf value: 0.38 (hexane: ethyl acetate = 2:1, v/v).
Mass spectrum (EI, m/z): 137 (M+).
1H-NMR spectrum (CDCl3, δ ppm): 2.04-2.05 (m, 3H), 3.60 (brs, 2H), 3.80 (s, 3H), 6.33-6.37 (m, 2H), 6.94-7.01 (m, 1H). | [References]
[1] Patent: EP1679308, 2006, A1. Location in patent: Page/Page column 56
[2] Patent: US2009/12123, 2009, A1. Location in patent: Page/Page column 14-15
[3] Patent: WO2004/103996, 2004, A1. Location in patent: Page 38-39
[4] Patent: WO2006/7700, 2006, A1. Location in patent: Page/Page column 61
[5] Patent: US2006/19905, 2006, A1. Location in patent: Page/Page column 24 |
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