1198154-61-8|3-Amino-4-chloropyridin-2-ol| Ambeed

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CAS No. :	1198154-61-8
Formula :	C₅H₅ClN₂O
M.W :	144.56
SMILES Code :	OC1=NC=CC(Cl)=C1N
MDL No. :	MFCD18257794

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Yield	Reaction Conditions	Operation in experiment
46%		c) Synthesis of 3-amino-4-chloro-pyridin-2-ol 4-chloro-3-nitro-pyridin-2-ol (1.69 g, 9.72 mmol) and tin tetrachloride dihydrate (SnCl2.2H2O) (10.97 g, 48.62 mmol) was dissolved in ethanol (32 ml), heated to 70 and stirred for 2 hours. The reaction mixture was cooled to room temperature and the ethanol was evaporated under reduced pressure. The residue was neutralized with saturated aqueous solution of sodium hydrogen carbonate, and extracted with ethyl acetate. The combined organic layer was washed with water and saturated saline solution, dried over anhydrous sodium sulfate (Na2SO4), filtered and evaporated under reduced pressure to obtain pale-yellow solid (650 mg, 46%). 1H-NMR (DMSO-d6, 300 MHz); δ=10.8 (br s, 1H), 7.45 (d, J=5.4 Hz, 1H), 6.69 (d, J=5.1 Hz, 1H), 4.73 (br s, 2H).
	With tin(II) chloride dihdyrate; In ethanol; at 80℃; for 2h;	Step B: 3-amino-4-chloropyridin-2-ol To a solution of <strong>[165547-79-5]4-chloro-3-nitropyridin-2-ol</strong> (10 g, 40.1 mmol) in EtOH (150 mL) was added tin(ii) chloride dihydrate (45.2 g, 201 mmol). The reaction was heated at 80 C for 2 h. The reaction mixture was cooled to room temperature and the ethanol was evaporated under reduced pressure. The reaction mixture was neutralized with saturated aqueous aHC03. The sample was filtered and extracted with EtOAc (200 mL*3). The EtOAc extracts were washed with saturated aHC03. The organic extracts were dried over Na2S04, filtered and concentrated to give 3-amino-4-chloropyridin-2-ol as a solid. 'H NMR (DMSO-i/6, 400 MHz): δ 10.84 (brs, 1H), 7.43 (d, J= 5.6 Hz, 1H), 6.67 (d, J= 5.6 Hz, 1H), 4.71 (brs, 2H).

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CAS No.: 1198154-61-8

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CAS No.: 1198154-61-8

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[ 1198154-61-8 ] Synthesis Path-Downstream 1~1

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H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
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H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
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