53359-69-6|3-Nitro-5-(trifluoromethyl)pyridin-2-amine| Ambeed

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CAS No. :	53359-69-6
Formula :	C₆H₄F₃N₃O₂
M.W :	207.11
SMILES Code :	NC1=NC=C(C=C1[N+]([O-])=O)C(F)(F)F
MDL No. :	MFCD01571316

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
	With tin(ll) chloride; In DMF (N,N-dimethyl-formamide); at 60℃; for 4h;	(b) 5-Trifluoromethyl-pyridine-2,3-diamine. A mixture of 3-nitro-5-trifluoromethyl-pyridin-2-ylamine from step (a) above (1.2 g, 5.59 mmol), tin (II) chloride [DIHYDRATE] (3.9 g, 17.3 mmol, Aldrich), and DMF (19 mL) was heated to [60 °C] for 4 h. The reaction mixture was cooled to room temperature and [NAHC03] (150 mL) was added. The mixture was stirred for 0.5 h, diluted with EtOAc (300 mL), stirred for 0.5 h and filtered. The organic layer was separated and the aqueous layer was extracted with EtOAc (2 x 300 mL). The combined organic extracts were dried over [MGS04] and filtered. The solvent was removed in vacuo to give the title compound, which was used in the next step without additional purification. MS (ESI, positive ion) m/z : 178 [(M+1).]
	With tin(II) chloride dihdyrate; In N,N-dimethyl-formamide; at 60℃; for 12h;	3-Nitro-5-(trifluoromethyl)pyridin-2-amine (538.0 mg, 2.60 mmol) and SnCl22H2O (2340.0 mg, 10.39 mmol) were added to DMF (5.0 mL), and it was stirred at 60° C. for 12 hours. The reaction mixture was poured into saturated NaHCO3 aqueous solution and neutralized (pH=7), and it was then extracted with EtOAc (200.0 mL). The organic layer was washed with brine, dried over anhydrous Na2SO4, filtered and then evaporated under reduced pressure to obtain brown solid compound of 5-(trifluoromethyl)pyridin-2,3-diamine. [0780] LCMS ESI (+): 178 (M+1)
	In methanol;	2,3-Diamino-5-trifluoromethylpyridine (51) A mixture of 50 (950 mg, 4.59 mmol), methanol (15 mL) and Raney Ni (about 200 mg) was shaken under H2 (30-40 psi) for 2 h, then filtered. The filtrate was evaporated to dryness, giving 810 mg (100percent) of the diamine 51 as a deep yellow powder, mp 97°-99° C. 1 H NMR (CDCl3), 3.389 (bs, 2H), 4.556 (bs, 2H), 7.049 (s, 1H), 7.932 (s, 1H).

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P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
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P370 + P378	In case of fire:
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P411 + P235	Keep cool.
Disposal
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P501	Dispose of contents/container to ...
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CAS No.: 53359-69-6

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CAS No.: 53359-69-6

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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