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CAS No. : | 28020-36-2 | MDL No. : | MFCD08692343 |
Formula : | C6H9N3 | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | XKEDDRXJMAVORI-UHFFFAOYSA-N |
M.W : | 123.16 | Pubchem ID : | 119790 |
Synonyms : |
|
Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | With palladium on carbon; hydrogen; In methanol; at 20℃; under 760.051 Torr; for 12.0h; | General procedure: A mixture of 2-chloro-5-nitropyridine (3) (50mmol), morpholine (100mmol), and K2CO3 (100mmol) in THF (50mL) were stirred at 80C for 4h. And then the mixture was concentrated to 20mL and poured into water (100mL), the yellow solid precipitation formed. After filtration, wash with purified water and dry, the desired compound 3a was obtained. 3b Was got with the same method. The mixture of 3a-3b (20mmol) and Pd/C (20%, 500mg) in methanol was hydrogenated at atmosphere at r.t. for 12h, followed by filtration and concentration to afford compounds 4a-4b. |
17% | With hydrogen;palladium 10% on activated carbon; In ethanol; under 3102.97 Torr; for 18.0h; | Preparation 83 N*2*-Methyl-pyridine-2,5-diamine The product of preparation 82 (3. 0. G, 19. 5mmol) and 10% Pd/C (300mg, cat) were STIRRED IN ETHANOL (150ML) under 60PSI of hydrogen gas for 18 HOURS. THE REACTION MIXTURE WAS THEN FILTERED THROUGH CELITENo. AND THE FILTRATE WAS concentrated in vacuo to afford the title product in 17% yield, 400mg. 1HNMR (CDCL3, 400MHZ) No.: 2. 85 (s, 3H), 3.19 (s, 2H),-4. 11 (s, 1H), 6. 31 (d, 1H), 6.97 (dd, 1H), 7.69(d, 1H) MS APCI+ m/z 269 [MNA] + 10... |
17% | With hydrogen;palladium 10% on activated carbon; In ethanol; under 3102.97 Torr; for 18.0h; | Preparation 58; The product of preparation 57 (3.Og, 19.5mmol) and 10% Pd/C (300mg) were stirred in ethanol (15OmL) under 60psi of hydrogen gas for 18 hours. The reaction mixture was then filtered through Celite and the filtrate was concentrated in vacuoXo afford the title product in 17% yield, 400mg. 1HNMR(CDCI3, 400MHz) δ: 2.87(s, 3H), 3.19(bs, 2H), 4.18(bs, 1 H), 6.31 (df 1 H), 6.97(dd, 1 H), 7.68(d, 1 H); LRMS ESI m/z 247 [2M+H]+ |
With iron(III) chloride; hydrazine hydrate; pyrographite; In methanol; for 4.0h;Reflux; | (474 mg) was suspended in methanol (15.5 ml), and thereto were added active carbon (185 mg), iron (III) chloride (100 mg) and hydrazine monohydrate (0.75 ml), then, the mixture was refluxed for 4 h under heating. After the mixture was kept standing to cool to room temperature, an insoluble material was filtrated and washed well with methanol. After the filtrate was concentrated, to the residue were added ethyl acetate, chloroform, water, sodium chloride and potassium carbonate, the organic layer was separated. After the organic layer was concentrated, a mixture of the compound 2 was obtained. |
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