53137-15-8|Ethyl 2-iodo-4-methylthiazole-5-carboxylate| Ambeed

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CAS No. :	53137-15-8
Formula :	C₇H₈INO₂S
M.W :	297.11
SMILES Code :	O=C(C1=C(C)N=C(I)S1)OCC

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319
Precautionary Statements:	P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Yield	Reaction Conditions	Operation in experiment
72%		To a solution of ethyl 2-amino-4-methylthiazole-5-carboxylate (10 g, 0.05 mol) in MeCN (100 mL) was added p-toluenesulfonic acid monohydrate (20.4 g, 0.107 mol) and the reaction mixture was stirred at1792 HETEROCYCLES, Vol. 100, No. 11, 2020 room temperature for 4 h. The mixture was cooled to 0 C, followed by addition of aqueous solution of NaNO2 (5.5 g, 0.080 mol) and KI (13.36 g, 0.080 mol) in water (25 mL), maintaining temperature below 0 C. The reaction mixture was further stirred for 24 h at room temperature followed by addition of aqueous sodium metabisulphate and was extracted with EtOAc (5 x 100 mL). The combined organic layers were dried over anhydrous Na2SO4, the solvent evaporated in vacuum which gave pale yellow solid, yield 72%; mp 175 C. IR (ATR, cm-1): = 1711 (C=O); 1H NMR (DMSO-d6, δ, ppm): 4.29-4.22 (q, J = 7.1 Hz, 2H, CH2), 2.62 (s, 3H, CH3), 1.29-1.24 (t, J = 7.1 Hz, 3H, CH3); MS m/z (%): 297 (M+), 296.93 (100.0), 297.94 (7.7), 298.93 (4.6), 297.93 (1.2); Anal. Calcd (%) for C7H8INO2S: C, 28.30; H, 2.71; N, 4.71. Found: C, 28.53; H, 2.77; N, 4.79
	With sulfuric acid; copper(II) sulfate; sodium iodide; sodium nitrite; In water; at -8 - 8℃; for 1.5h;	Step 2: Ethyl 2-iodo-4-methyl-l,3-thiazole-5-carboxylate; A slurry of ethyl 2-amino-4-methyl-l,3-thiazole-5-carboxylate (11.4 g, 61.21 mmoles) and a solution of NaI (2 eq) in water (80 mL) was added to a stirred solution at -8 0C of CuSO4 (1.5 eq) and H2SO4 (175 mL) in water (425 mL). A solution OfNaNO2 (1.9 eq) in water (25 mL) was added beneath the surface of the mixture for 30 min and the mixture was allowed to warm to 8 0C for 1 h. The reaction mixture was then extracted with diethyl ether and the organic layer was then dried over Na2SO4 and concentrated to get 6.5 g of the desired product. 1H NMR (CDCl3) δ 4.28-4.21 (q, J= 6.9 Hz, 2H)5 2.63 (s, 3H), 1.27 (t, J= 6.9 Hz, 3H).

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P222	Do not allow contact with air.
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P230	Keep wetted
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Code	Phrase
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P378
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P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
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P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
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P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
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.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
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P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
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P401
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P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
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CAS No.: 53137-15-8

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CAS No.: 53137-15-8

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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