6119-12-6|1-(4-Chlorophenyl)pyrazolidin-3-one| Ambeed

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CAS No. :	6119-12-6
Formula :	C₉H₉ClN₂O
M.W :	196.63
SMILES Code :	O=C1NN(C2=CC=C(Cl)C=C2)CC1
MDL No. :	MFCD00100518

Yield	Reaction Conditions	Operation in experiment
99.7%	With iron(III) chloride; acetic acid; at 50℃; for 4h;	First, 60 g of acetic acid was added to the apparatus,19.66 g (0.1 mol) of 1- (4-chlorophenyl) pyrazolidin-3-one was added with stirring,0.0162 g (0.0001 mol) of ferric chloride, and the temperature was raised to 50 C,4h after removing most of the solvent, add water, stirring, a large number of product precipitation,With sodium hydroxide solution to adjust the pH value to 7, continue stirring 0.5h,The yield was 99.7% and the content was 99.6% (LC), which was obtained by filtration to obtain 19.4 g of 1- (4-chlorophenyl) -3-pyrazolol.
91.2%	With dipotassium peroxodisulfate; sulfuric acid; In acetonitrile; for 6h;Reflux;	With a mechanical stir,Reflux condenser and a thermometer in a 250 ml four-necked reaction flask were charged with 19.6 g (0.1 mol)1- (4-chlorophenyl) pyrazolidin-3-one and 100 ml of acetonitrile,After stirring and dissolving,2 g (0.02 mol) of concentrated sulfuric acid and 32.4 g were added(0.12 mil) potassium persulfate,In 30-80 C (the optimum temperature of 75-80 C) heating reflux 6h,Most of the solvent B is distilled offNitrile,Cooled by adding 50 ml of water,With hydrochloric acid to adjust the pH to 1,Filtered and dried to obtain 17.7 g of product,Yield 91.2%.
84.2%	With hydrogenchloride; sodium nitrite; In water; for 3h;Inert atmosphere; Cooling with ice;	Under a nitrogen atmosphere, 0.80 g of 1-(4- chlorophenyl)pyrazolidin-3-one, 1.03 g of concentrated hydrochloric acid, and 3.0 g of water were mixed and ice-cooled. To this mixture, an aqueous solution prepared by dissolving 565.8 mg of sodium nitrite in 1.14 g of water was added dropwise. The obtained mixture was stirred with ice-cooling for 3 hours, water was added, and then the solid was collected by filtration. The obtained solid was washed with water and then hexane, followed by drying to give 0.80 g of 4-chlorophenyl-1H-pyrazol-3-ol (content: 83.3 wt %). Yield: 84.1%.

	With potassium hydroxide; potassium hexacyanoferrate(III); In water;	6. Preparation of 1-(4-chlorophenyl)-3-hydroxypyrazole using air with potassium hexacyanoferrate(III) catalysis 98.3 g of 1-(4-chlorophenyl)pyrazolidin-3-one were dissolved in a mixture of 641.3 g of water and 33.75 g of potassium hydroxide and 0.98 g of potassium hexacyanoferrate(III) were added. The mixture was heated to 80 C., passing in a vigorous air stream through a capillary, and was then further oxidized at this temperature. After cooling, the mixture was acidified to pH 2 with concentrated sulfuric acid. The solid separating off was filtered off with suction, washed with water and diisopropyl ether and dried. 76 g of a light-brown solid remained.
	With acetic acid; In water;	8. Preparation of 1-(4-chlorophenyl)-3-hydroxypyrazole using pure oxygen without catalysis under pressure The solution of 9.75 g of 1-(4-chlorophenyl)pyrazolidin-3-one in 150 g of water was charged into a 300 ml autoclave. Oxygen at 15 bar was then forced in; the mixture was heated to 50 C. and allowed to stand for six hours at this temperature. The mixture was cooled and adjusted to a pH of 5 by adding acetic acid. The solid which precipitated out was filtered off with suction, digested in water for 30 minutes at 60 C., and again filtered off with suction and dried. 9.4 g of the product remained as colorless powder having a content of 95.4%.
	In potassium hydroxide;	12. Preparation of 1-(4-chlorophenyl)-3-hydroxypyrazole using pure oxygen without catalysis 850 g of a 7.4% strength solution of 1-(4-chlorophenyl)-pyrazolidin-3-one in 5% strength potassium hydroxide solution were heated to 60 C. oxygen was introduced into the solution via a capillary in such a manner that it was just completely absorbed. After approximately 90 min, the reaction was complete according to monitoring by HPLC. 855 g of a solution were obtained which had a 1-(4-chlorophenyl)-3-hydroxypyrazole content of 7.3%.

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CAS No.: 6119-12-6

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CAS No.: 6119-12-6

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H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely 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
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H281	Contains refrigerated gas; may cause cryogenic burns or injury
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