766-38-1|3,4-Dibromo-5-hydroxyfuran-2(5H)-one| Ambeed

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CAS No. :	766-38-1
Formula :	C₄H₂Br₂O₃
M.W :	257.87
SMILES Code :	O=C1OC(O)C(Br)=C1Br
MDL No. :	MFCD06738268

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Yield	Reaction Conditions	Operation in experiment
72%		NaH (60percent purity, 41 .9 g,) is added in portions to EtOH (800 mL) at 0 °C. The resulting mixture is warmed to ambient temperature and the cyclopropanecarboxamidine hydrochlorid (93.5 g,) isadded in portions. The reaction is warmed to 50 °C and maintained at this temperature for 0.5 h and then cooled to ambient temperature before mucobromic acid (100 g,) is added in EtOH while keeping the internal temperature below 55 °C. The mixture is allowed to cool to ambient temperature and stirred for additional 16 h. All solid components are removed by filtration and the resulting solution is concentrated under reduced pressure. Aq. HCI (1 mol/L) is added, the aqueous phase is washed with EtOAc (3x), the combined organic extracts are dried over MgSO4 and the solid parts removed by filtration. The residue is concentrated under reduced pressure and the resulting solid titrated with (iPr)20. The solids are collected by filtration and dried yielding the title compound (68.0 g, yield 72 percent) as a colorless solid.1 NMR (400 MHz, CDCI3): 6 = 8.91 (s, 1H), 2.38?2.26 (m, 1H), 1.34?1.14 (m, 4H) ppm; MS (ESI) mlz 244.9 [M + Hj.
72%		NaH (60percent purity, 41 .9 g) is added in portions to EtOH (800 mL) at 0 °C. The resulting mixture is warmed to ambient temperature and the cyclopropanecarboxamidine hydrochlorid (93.5 g,) is added in portions. The reaction is warmed to 50 °C and maintained at this temperature for 0.5 hand then cooled to ambient temperature before mucobromic acid (100 g) is added in EtOH while keeping the internal temperature below 55 °C. The mixture is allowed to cool to ambient temperature and stirred for additional 16 h. All solid components are removed by filtration and the resulting solution is concentrated under reduced pressure. Aq. HCI (1 mol/L) is added, the aqueous phase is washed with EtOAc (3x), the combined organic extracts are dried overMg504 and the solid parts removed by filtration. The residue is concentrated under reduced pressure and the resulting solid titrated with (iPr)20. The solids are collected by filtration and dried yielding the title compound (68.0 g, yield 72 percent) as a colorless solid.1H NMR (400 MHz, CDCl3): 6 = 8.91 (s, 1H), 2.38 ?2.26 (m, 1H), 1.34?1.14 (m, 4H) ppm; MS (ESI) mlz 244.9 [M + Hj.
	With sodium ethanolate; In ethanol; at 20 - 56℃;	5-Bromo-2-cyclopropylpyrimidine was prepared by the method of Budesinsky, Z., Coll.Czech. Chem. Commun., 1949,14, 223-235. Cyclopropanecarboximidamidehydrochloride (2.5 g, 20.7 mmol) was dissolved in EtOH (4 mL), freshly prepared 4.1M"NaOEf irTEtOH (478 niC) was"~added followe'dTSy mucobrbmic aci

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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.
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P370 + P378	In case of fire:
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Disposal
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P501	Dispose of contents/container to ...
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CAS No.: 766-38-1

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CAS No.: 766-38-1

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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