| Identification | Back Directory | [Name]
4-PYRIDINAMINE, 2-CHLORO-5-METHYL- | [CAS]
79055-62-2 | [Synonyms]
2-Chloro-5-Methyl-4-pyridinaMine
2-Chloro-4-amino-5-methylpyridine
4-aMino-2-chloro-5-Methylpyridine
2-Chloro-5-methyl pyridine-4-amine
4-PYRIDINAMINE, 2-CHLORO-5-METHYL-
2-Chloro-5-Methyl-pyridin-4-ylaMine
2-Chloro-5-methylpyridin-4-amine 98% | [Molecular Formula]
C6H7ClN2 | [MDL Number]
MFCD11977435 | [MOL File]
79055-62-2.mol | [Molecular Weight]
142.59 |
| Chemical Properties | Back Directory | [Melting point ]
115℃ | [Boiling point ]
310.1±37.0 °C(Predicted) | [density ]
1.260±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [form ]
powder | [pka]
5.11±0.42(Predicted) | [color ]
Off-white | [InChI]
InChI=1S/C6H7ClN2/c1-4-3-9-6(7)2-5(4)8/h2-3H,1H3,(H2,8,9) | [InChIKey]
CJGKOPNIXJWHKF-UHFFFAOYSA-N | [SMILES]
C1(Cl)=NC=C(C)C(N)=C1 |
| Hazard Information | Back Directory | [Synthesis]
2-chloro-5-methylpyridin-4-amine was synthesised by reaction with 2-chloro-5-methyl-4-nitropyridine 1-oxide. The synthesis steps are as follows:
A glass pressure reactor with cross-beam stirrer was charged under argon with 29 g (153.788 mmol) of 2-chloro-5-methyl-4-nitro-1-oxidopyridin-1-ium and 2.9 g of hydrogenation catalyst (0.8% Pt and 0.6% Mo on activated carbon (D505A-105 0.8% Pt+0.6% Mo on carbon powder, BASF) and 320 ml of ethanol were added. The reactor was closed and inertized three times, each time with 3 bar argon overpressure. Hydrogenation was then carried out for 20 hours at 30℃, under a 3 bar hydrogen overpressure (conversion >98%). The reactor was inertized with argon and the reaction solution filtered through 10 g of kieselguhr. The filtrate was concentrated to dryness under reduced pressure. Yield: 23.0 g (quantitative, product still contained ethanol), purity: 97.5% (HPLC) (0051) MS (EIpos): m/z=143 [M+H]+ (0052) 1H-NMR (300 MHz, DMSO-d6): δ=1.96 (s, 3H), 6.16 (br s, 2H), 6.50 (s, 1H), 7.68 (s, 1H) In an analogous manner, a conversion of approx. 98% was achieved with a catalyst consisting of 0.8% Pt and 0.3% Mo on activated carbon. Use of 1% Pt+2% V on activated carbon achieved a conversion of approx. 87%.
 | [storage]
Keep in dark place, Inert atmosphere, 2-8°C
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