503437-35-2|5-Bromo-2-hydroxy-6-methylnicotinic acid| Ambeed

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CAS No. :	503437-35-2
Formula :	C₇H₆BrNO₃
M.W :	232.03
SMILES Code :	O=C(O)C1=C(O)N=C(C)C(Br)=C1
MDL No. :	MFCD17169936
InChI Key :	FOAHQNRDEKWUEW-UHFFFAOYSA-N
Pubchem ID :	20791030

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H319
Precautionary Statements:	P301+P312+P330-P305+P351+P338

Yield	Reaction Conditions	Operation in experiment
99%		5-Bromo-2-hydroxy-6-methylnicotinc acid A solution of NaOBr was prepared by adding Br2 (11.4 g, 3.66 mL, 71.3 mmol) to a cooled (0 C.) and stirred solution of NaOH (7.8 g, 196 mmol) in water (90 mL). This solution was warmed to room temperature and was then added to a solution of commercially available (Aldrich) <strong>[38116-61-9]2-hydroxy-6-methylpyridine-3-carboxylic acid</strong> (10.0 g, 65.1 mmol) and NaOH (7.8 g, 196 mmol) in water (30 mL). After stirring for 5 min, the mixture was cooled to 0 C. and carefully acidified with conc. HCl. The precipitate was filtered and dried over MgSO4 to afford 5-bromo-2-hydroxy-6-methylnicotinc acid (15.0 g, 99%): 1H NMR (DMSO-d6) 8.25 (s, 1H), 2.41 (s, 3H); MH+: 232.0. Elemental analysis calculated for C7H6BrNO3: C, 36.23; H, 2.61; N, 6.04; Br, 34.44. Found: C, 36.07; H, 2.44; N, 5.91; Br, 34.43.
		Bromine (3.59 mL, 69.7 mmol) was added dropwise to a cooled solution (0C, ice bath) containing sodium hydroxide (15.6 g, 390 mmol) and water (120 mL). The solution was allowed to proceed at 0C for 15 minutes and allowed to warm to room temperature. 2-hydroxy-6- methylnicotinic acid was added and the resulting solution was maintained for 20 minutes. The solution was again cooled (0C, ice bath) and acidified to pH 1-2 by the dropwise addition of concentrated hydrochloric acid (20 mL). 5-bromo-2- hydroxy-6-methylnicotinic acid precipitated as a white solid and was collected by filtration. It was washed with water (500 mL) and allowed to air dry. m/z 233 (MH+).

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P337 + P313	IF eye irritation persists: Get medical advice/attention.
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P370 + P378	In case of fire:
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CAS No.: 503437-35-2

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CAS No.: 503437-35-2

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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
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H223	Flammable aerosol
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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
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H301	Toxic if swallowed
H302	Harmful if swallowed
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