344420-23-1|3-(2,5-Difluoro-4-nitrophenyl)-1-methyl-6-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione| Ambeed

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CAS No. :	344420-23-1
Formula :	C₁₂H₆F₅N₃O₄
M.W :	351.19
SMILES Code :	O=C1N(C2=CC(F)=C([N+]([O-])=O)C=C2F)C(C=C(C(F)(F)F)N1C)=O

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate; In DMF (N,N-dimethyl-formamide); for 6.0h;Heating / reflux;	To a mixture of 10 g of 3-(2,5-difluoro-4-nitrophenyl)-1-methyl-6-triffuoromethyl-1H-pyrimidin-2,4-dione, 5.0 g of <strong>[13472-83-8]3-hydroxy-2-methoxypyridine</strong> and 100 ml of N,N-dimethylformamide, 7.8 g of potassium carbonate were added and refluxed for 6 hours under stirring. Then, the reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with aqueous sodium bicarbonate and saturated brine subsequently, dried over magnesium sulfate and concentrated to give 12.8 g of 3-[4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-2-nitro-1,2,3,6-tetrahydropyrimidin-1-yl)phenoxy]-2-methoxypyridine.1H-NMR (300M Hz, CDCl3, TMS delta (ppm)): 3.52 (3H, q, J=1.2 Hz), 3.93 (3H, s), 6.32 (1H, s), 6.76 (1H, d, J=5.8 Hz), 6.93 (1H, dd, J=5.0 Hz, 7.8 Hz), 7.40 (1H, dd, J=1.4 Hz, 7.8 Hz), 7.90 (1H, d, J=8.6 Hz), 8.04 (1H, dd, J=1.4 Hz, 5.0 Hz)
	With potassium carbonate; In N,N-dimethyl-formamide; at 70℃; for 2.0h;	Step A: Preparation of 3-[2-fluoro-5-[(2-methoxy-3-pyridinyl)oxy]-4-nitrophenyl]-l- methyl-6-(trifluoromethyl)-2,4(lH,3H)-pyrimidinedioneA mixture of 3-(2,5-difiuoro-4-nitrophenyl)-l-methyl-6-(trifluoromethyl)-2,4(lH,3H)- pyrimidinedione (2.25 g, 6.4 mmol) (prepared as described in WO 02/098227), 2-methoxy- 3-pyridinol (800 mg, 6.4 mmol) and potassium carbonate (1.06 g, 7.68 mmol) in N,N- dimethylformamide (15 mL) was heated to 70 C for 2 h, then allowed to cool. The resulting reaction mixture was filtered and the potassium carbonate was washed with ethyl acetate. The combined filtrates were concentrated in vacuo and the resulting residue was subjected to silica gel column chromatography eluting with ethyl acetate in hexanes to give the title compound as a light brown solid (2.82 g).in NMR delta 7.90 (d, 1H), 7.40 (m, 1H), 6.93 (m, 2H), 6.76 (m, 1H), 6.32 (s, 1H), 3.92 (s, 3H), 3.53 (s, 3H).

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P337 + P313	IF eye irritation persists: Get medical advice/attention.
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Physical hazards
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H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
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H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
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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
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Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
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H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
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H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
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H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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CAS No.: 344420-23-1

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CAS No.: 344420-23-1

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