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Chemical Structure| 25710-20-7 Chemical Structure| 25710-20-7

Structure of 25710-20-7

Chemical Structure| 25710-20-7

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Product Details of [ 25710-20-7 ]

CAS No. :25710-20-7
Formula : C5H6ClN3
M.W : 143.57
SMILES Code : NC1=CC(Cl)=CN=C1N
MDL No. :MFCD01230986
InChI Key :ZRCMCGQDIYNWDX-UHFFFAOYSA-N
Pubchem ID :1268254

Safety of [ 25710-20-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302+H312+H332-H315-H319-H335
Precautionary Statements:P261-P264-P270-P271-P272-P280-P302+P352-P304+P340-P305+P351+P338-P312-P330-P362+P364-P403+P233-P501

Application In Synthesis of [ 25710-20-7 ]

* 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.

  • Downstream synthetic route of [ 25710-20-7 ]

[ 25710-20-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 5409-39-2 ]
  • [ 25710-20-7 ]
YieldReaction ConditionsOperation in experiment
88% With hydrogen;2 % platinum on carbon; In methanol; at 25℃; for 2h; The compound of formula BD was prepared as follows. A mixture of the compound of formula BC (<strong>[5409-39-2]5-chloro-3-nitropyridin-2-amine</strong>, 1736mg, lOmmol, Sigma- Aldrich) and 2% platinum on carbon (200mg, Sigma-Aldrich) in methanol (2OmL) was stirred under a hydrogen atmosphere at a temperature of about 250C for 2h. After filtering off the Pt/C and washing with EtOAc, the filtrate was concentrated under reduced pressure. The resulting solid was washed with 1 : 1 n-hexane: diethyl ether, filtered, washed with n-hexane, and dried under reduced pressure at a temperature of about 250C to provide the compound of formula BD as a pale brown solid (yield 88%). <n="189"/>The identity of the compound of formula BD was confirmed using 1H NMR.Compound BD: 1H NMR: δH (300 MHz, DMSO): 7.21 (IH, d, J=I.2Hz), 6.69 (IH, d, J= 1.2Hz), 5.57 (2H, m), 5.01 (2H, m).
77% With ethanol; tin(ll) chloride; for 4h;Reflux; 5-Chloro-3-nitropyridin-2-amine 40a (346 mg, 2 mmol) was dissolved in ethanol (20 ml), then stannous chloride (756 mg, 4 mmol) was added and heated and refluxed for 4 hr. After cooling to room temperature, quenched with water, then with 1N sodium hydroxide solution was adjusted to pH = 8-9 and extracted with ethyl acetate (30ml × 3). The organic phases were combined, dried over anhydrous sodium sulfate and filtered. The filtrate is then removed under reduced pressure to give the desired product 5-chloropyridine-2,3-diamine.40b (220 mg, brown solid), yield: 77%.This product was used directly in the next step without further purification.
70% To a suspension of <strong>[5409-39-2]5-chloro-3-nitropyridin-2-amine</strong> (1.04 g, 6.00 mmol) in ethanol (6 ml), SnC-2-2H2θ (6.77 g, 30.0 mmol) was added portionwise at room temperature and stirred at 90 C for 1 hour. After cooling, the reaction mixture was basified with aqueous NaOH solution (pH = 14), extracted with ethyl acetate, dried (MgSO4) and evaporated under reduced pressure to give 5-chloropyridine-2,3-diamine (604 mg, 70 %, tan solid).
 

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