259139-19-0|3,3-Diethyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine| Ambeed

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CAS No. :	259139-19-0
Formula :	C₁₁H₁₆O₂S
M.W :	212.31
SMILES Code :	CCC1(CC)COC2=CSC=C2OC1
MDL No. :	MFCD08705267

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P280-P301+P312-P302+P352-P305+P351+P338

Yield	Reaction Conditions	Operation in experiment
80%	With toluene-4-sulfonic acid; In toluene; at 110℃; for 24h;	As shown in Scheme 3 below,5.28 g (27.7 mmol) of p-toluenesulfonic acid (p-TSA) To 100 mL of the toluene used, 20.0 g (138.7 mmol) of <strong>[51792-34-8]3,4-dimethoxythiophene</strong> (compound (1)) and 2,2- 73.3 g (554.8 mmol) of 2,2-diethyl-1,3-propanediol, compound (4) were mixed and reacted with stirring at 110 ° C for 24 hours. After completion of the reaction, a mixed solvent of water and ethyl acetate (EtOAc) was added to the reaction product,Extracted, washed with brine, water removed using anhydrous Na2SO4, then filtered and concentrated. The product was separated by column chromatography on SiO2 (eluent: Hexane: ethyl acetate (EtOAc) = 10: 1) to obtain 3,4- (2,2- diethylpropylene dioxy) thiophene , 19 - 23.6 g (yield: 65-80percent) of 4- (2,2-Diethylpropylenedioxy) thiophene, compound (5).The 1 H-NMR data of the obtained compound are as follows: 1H-NMR (CDCl3, Varian 400 MHz): delta 0.86-0.90 (6H, t, J= 7.6 Hz), 1.45 (4H, q, J=7.2 Hz), 3.85 (4H, s), 6.41 (2H, s).
68%	With o-toluenesulfonic acid; In molecular sieve; toluene;	COMPARATIVE EXAMPLE 3 Synthesis of 3,3-diethyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine via the Transetherification Reaction <strong>[51792-34-8]<strong>[51792-34-8]3,4-Dimethoxythiophen</strong>e</strong> (5.0 g, 34.7 mmol), 2,2-diethyl-1,3-propanediol (36.4 mmol), toluenesulfonic acid (0.2 g), and dry toluene (200 mL) were placed in a 500 mL round bottom flask equipped with a soxhlet extractor that contained a molecular sieve (4A)-filled extraction thimble. The solution was refluxed for 12 h under argon atmosphere, then cooled to 25° C. The solvent was removed under reduced pressure, the mixture diluted with 250 mL diethyl ether, extracted with 5percent ammonium hydroxide (200 mL), and the extracted with water (2*200 mL). The organic layer was dried over anhydrous magnesium sulphate and the ether distilled off under reduced pressure, leaving an oil. This oil was further purified using column chromatography (silica and hexanes/ethyl acetate, 90/10) to yield 3,3-diethyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine as a colourless oil in 68percent yield.

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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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CAS No.: 259139-19-0

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CAS No.: 259139-19-0

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[ 259139-19-0 ] Synthesis Path-Downstream 1~1

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Physical hazards
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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