947144-32-3|4-Hydroxy-6-(trifluoromethyl)pyridin-2(1H)-one| Ambeed

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CAS No. :	947144-32-3
Formula :	C₆H₄F₃NO₂
M.W :	179.10
SMILES Code :	OC1=CC(=O)NC(=C1)C(F)(F)F
MDL No. :	MFCD19687155
InChI Key :	HMNGHOZGHIWTLQ-UHFFFAOYSA-N
Pubchem ID :	67455664

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319
Precautionary Statements:	P261-P305+P351+P338

Yield	Reaction Conditions	Operation in experiment
71%	With sulfuric acid; nitric acid; In water; at 20 - 50℃; for 4.5h;	6-Trifluoromethyl-pyridine-2,4-diol (56 g, 310 mmol) was added in 3- 5 gm portions to concentrated sulphuric acid (140 mL) with stirring to give a pale brown solution. The temperature increased to ~50C during the addition. Nitric acid(21.1 mL 328 mmol, 70% HNO3 d=1.4 gm/ml) was added drop wise at such a rate as to maintain a reaction temperature of between 45 and 5O0C which took approximately 90 minutes. Once all the nitric acid had been added the reaction was allowed to cool to ambient temperature over 3 hours. Poured into ice/water (-1.3 kg) with stirring, after a few minutes a pale yellow precipitate formed which was filtered off, dissolved in ethyl acetate and dried over sodium sulphate, filtered and evaporated. A second crop of material was obtained by extraction of the aqueous filtrate with ethyl acetate. Combined batches and purified by crystallization from ethyl acetate/ n-heptane gave 3- nitro-6-trifluoromethyl-pyridine-2,4-diol as a white 'fluffy' solid (49.5 gm 71% yield).
71%	With sulfuric acid; nitric acid; In water; at 45 - 50℃; for 4.5h;	PREPARATION 35; 3-Nitro-6-trifluoromethyl-pyridine-2,4-diol; 6-Trifluoromethyl-pyridine-2,4-diol (56 gm, 310 mmol) was added in 3-5 gm portions to conc. sulphuric acid (140 mL) with stirring to give a pale brown solution. The temperature increased to 50 C. during the addition. Nitric acid (21.1 mL 328 mmol, 70% HNO3 d=1.4 gm/ml) was added drop wise at such a rate as to maintain a reaction temperature of between 45 and 50 C. which took approximately 90 minutes. Once all the nitric acid had been added the reaction was allowed to cool to ambient temperature over 3 hours. The reaction mixture was then poured into ice/water (1.3 kg) with stirring, and after a few minutes a pale yellow precipitate formed which was filtered off, dissolved in ethyl acetate and dried over sodium sulphate, filtered and evaporated. A second crop of material was obtained by extraction of the aqueous filtrate with ethyl acetate. Combined batches and purified by crystallization from ethyl acetate/ n-heptane gave the title compound as a white ‘fluffy’ solid (49.5 gm 71% yield).1H NMR (DMSOd6) 6.82 (s, 1H). 13C NMR (DMSOd6) 159.82 (s) 157.58 (s) 143.10 (broad s) 127.26 (s) 120.85 (q) 102.83 (s).

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Disposal
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CAS No.: 947144-32-3

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CAS No.: 947144-32-3

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[ 947144-32-3 ] Synthesis Path-Downstream 1~1

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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed