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86-92-0 Usage

Chemical Properties

Beige Solid

Uses

2,4-Dihydro-5-methyl-2-(4-methylphenyl)-3H-Pyrazol-3-one is used as an antioxidant. Edaravone (E335000) derivative.

Check Digit Verification of cas no

The CAS Registry Mumber 86-92-0 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 6 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 86-92:
(4*8)+(3*6)+(2*9)+(1*2)=70
70 % 10 = 0
So 86-92-0 is a valid CAS Registry Number.
InChI:InChI=1/C11H12N2O/c1-8-3-5-10(6-4-8)13-11(14)7-9(2)12-13/h3-7,12H,1-2H3

86-92-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,4-Dihydro-5-methyl-2-(4-methylphenyl)-3H-pyrazol-3-one

1.2 Other means of identification

Product number -
Other names 5-methyl-2-(4-methylphenyl)-4H-pyrazol-3-one

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:86-92-0 SDS

86-92-0Synthetic route

5-methyl-2-p-tolylpyrazolidin-3-one
17028-79-4

5-methyl-2-p-tolylpyrazolidin-3-one

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

Conditions
ConditionsYield
With sodium anthraquinone-2-sulfonate; palladium diacetate; potassium carbonate In chlorobenzene at 110℃; for 6h;97%
4-methyleneoxetan-2-one
674-82-8

4-methyleneoxetan-2-one

N-4-methylphenylhydrazine
539-44-6

N-4-methylphenylhydrazine

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

Conditions
ConditionsYield
Stage #1: 4-methyleneoxetan-2-one With ammonium hydroxide at 0℃; for 2h;
Stage #2: N-4-methylphenylhydrazine at 15℃; for 2.5h;
Stage #3: With hydrogenchloride In water for 0.5h; pH=1;
96.5%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

N-4-methylphenylhydrazine
539-44-6

N-4-methylphenylhydrazine

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

Conditions
ConditionsYield
With acetic acid at 100℃; for 1h;83%
In ethanol Reflux;65%
In ethanol for 3h; Heating;
4-tolyl iodide
624-31-7

4-tolyl iodide

3-methyl-2-pyrazoline-5-one
108-26-9

3-methyl-2-pyrazoline-5-one

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

Conditions
ConditionsYield
With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine In acetonitrile Reflux; Inert atmosphere;76%
p-tolylhydrazine hydrochloride
637-60-5

p-tolylhydrazine hydrochloride

ethyl acetoacetate
141-97-9

ethyl acetoacetate

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

Conditions
ConditionsYield
With triethylamine In ethanol at 60℃; for 24h; Reflux;
With sodium acetate In acetic acid Reflux; Inert atmosphere;
Stage #1: p-tolylhydrazine hydrochloride With sodium acetate In ethanol; water at 20℃; for 0.0833333h;
Stage #2: ethyl acetoacetate In ethanol; water for 3h; Reflux;
p-toluidine
106-49-0

p-toluidine

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

N-4-methylphenylhydrazine
539-44-6

N-4-methylphenylhydrazine

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

Conditions
ConditionsYield
With acetic acid for 24h; Reflux;
3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

C11H12N2S

C11H12N2S

Conditions
ConditionsYield
With Lawessons reagent In toluene Reflux;100%
With Lawessons reagent In toluene for 2h; Reflux;97%
(2-nitroethenyl)benzene
102-96-5

(2-nitroethenyl)benzene

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

(R)-5-methyl-4-(2-nitro-1-phenylethyl)-2-p-tolyl-2H-pyrazol-3-ol
1451195-31-5

(R)-5-methyl-4-(2-nitro-1-phenylethyl)-2-p-tolyl-2H-pyrazol-3-ol

Conditions
ConditionsYield
With quinine In chloroform at 20℃; for 14h; Michael Addition; enantioselective reaction;99%
acetic anhydride
108-24-7

acetic anhydride

3-nitro-2H-1-benzopyran
92210-53-2

3-nitro-2H-1-benzopyran

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

3-methyl-4-((3S,4S)-3-nitrochroman-4-yl)-1-(p-tolyl)-1H-pyrazol-5-yl acetate

3-methyl-4-((3S,4S)-3-nitrochroman-4-yl)-1-(p-tolyl)-1H-pyrazol-5-yl acetate

Conditions
ConditionsYield
Stage #1: 3-nitro-2H-1-benzopyran; 3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one With quinine In dichloromethane at -15℃; for 96h; Michael Addition;
Stage #2: acetic anhydride With triethylamine In dichloromethane at 20℃; for 0.5h; enantioselective reaction;
98%
phenylhydrazine
100-63-0

phenylhydrazine

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

3-methyl-4-(phenyldiazenyl)-1-(p-tolyl)-1H-pyrazol-5-ol

3-methyl-4-(phenyldiazenyl)-1-(p-tolyl)-1H-pyrazol-5-ol

Conditions
ConditionsYield
With iodine; silver nitrate; acetic acid In 1,2-dichloro-ethane at 70℃; for 6h; Inert atmosphere;97%
3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

diphenyldisulfane
882-33-7

diphenyldisulfane

3-methyl-4-(phenylthio)-1-(p-tolyl)-1H-pyrazol-5-ol

3-methyl-4-(phenylthio)-1-(p-tolyl)-1H-pyrazol-5-ol

Conditions
ConditionsYield
With dihydrogen peroxide; iodine In 1,4-dioxane; decane; water at 25℃; for 24h;97%
ammonium thiocyanate
1147550-11-5

ammonium thiocyanate

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

ammonium 3-methyl-4-thiocyanato-1-(p-tolyl)-1H-pyrazol-5-olate

ammonium 3-methyl-4-thiocyanato-1-(p-tolyl)-1H-pyrazol-5-olate

Conditions
ConditionsYield
In acetonitrile at 20℃; for 3h; Electrochemical reaction;97%
tert-butyl (3-methyl-5-oxo-1-phenyl-1,5-dihydro-4H-pyrazol-4-ylidene)carbamate

tert-butyl (3-methyl-5-oxo-1-phenyl-1,5-dihydro-4H-pyrazol-4-ylidene)carbamate

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

tert-butyl (S)-[5-hydroxy-3,3′-dimethyl-5′-oxo-1′-phenyl-1-(ptolyl)-1′,5′-dihydro-1H,4′H-[4,4′-bipyrazol]-4′-yl]carbamate

tert-butyl (S)-[5-hydroxy-3,3′-dimethyl-5′-oxo-1′-phenyl-1-(ptolyl)-1′,5′-dihydro-1H,4′H-[4,4′-bipyrazol]-4′-yl]carbamate

Conditions
ConditionsYield
Stage #1: tert-butyl (3-methyl-5-oxo-1-phenyl-1,5-dihydro-4H-pyrazol-4-ylidene)carbamate With C32H28F6N4O3 In dichloromethane at -48℃; for 0.166667h; Molecular sieve;
Stage #2: 3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one In dichloromethane at -48℃; for 24h; Molecular sieve; enantioselective reaction;
96%
5-bromoisatin β-hydrazone
2438-71-3

5-bromoisatin β-hydrazone

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

3-methyl-1-(p-tolyl)pyrazole-4,5-dione 4-(4-bromo-2-cyanophenyl)hydrazone

3-methyl-1-(p-tolyl)pyrazole-4,5-dione 4-(4-bromo-2-cyanophenyl)hydrazone

Conditions
ConditionsYield
Stage #1: 5-bromoisatin β-hydrazone With sulfuric acid; acetic acid; sodium nitrite
Stage #2: 3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one In ethanol at 20℃; for 1h;
94%
benzaldehyde
100-52-7

benzaldehyde

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

triethyl phosphite
122-52-1

triethyl phosphite

diethyl [(5-hydroxy-3-methyl-1-(p-tolyl)-1H-pyrazol-4-yl)(phenyl)-methyl]phosphonate

diethyl [(5-hydroxy-3-methyl-1-(p-tolyl)-1H-pyrazol-4-yl)(phenyl)-methyl]phosphonate

Conditions
ConditionsYield
With palladium In ethanol at 20℃;94%
p-Chlorothiophenol
106-54-7

p-Chlorothiophenol

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

3-methyl-1-(4-methylphenyl)-4-(4-chlorophenylthio)-1H-pyrazole-5-ol

3-methyl-1-(4-methylphenyl)-4-(4-chlorophenylthio)-1H-pyrazole-5-ol

Conditions
ConditionsYield
With dimethyl sulfoxide at 60 - 110℃; Sealed tube;94%
With Pd(II)(NHC)Cl2; potassium carbonate In N,N-dimethyl-formamide at 100℃; for 3h; regioselective reaction;79%
3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

4-bromo-2-cyano-benzenediazonium; hydrogen sulfate

4-bromo-2-cyano-benzenediazonium; hydrogen sulfate

3-methyl-1-(p-tolyl)pyrazole-4,5-dione 4-(4-bromo-2-cyanophenyl)hydrazone

3-methyl-1-(p-tolyl)pyrazole-4,5-dione 4-(4-bromo-2-cyanophenyl)hydrazone

Conditions
ConditionsYield
In ethanol at 20℃; Condensation;93.5%
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

3-methyl-1-p-tolyl-1H-pyrazol-5-yl trifluoromethanesulfonate
1373936-54-9

3-methyl-1-p-tolyl-1H-pyrazol-5-yl trifluoromethanesulfonate

Conditions
ConditionsYield
With 2,4,6-tri-tertbutylpyridine In 1,2-dichloro-ethane at 0 - 20℃; Inert atmosphere;93%
para-thiocresol
106-45-6

para-thiocresol

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

3-methyl-1-(4-methylphenyl)-4-(4-methyl-phenylthio)-1H-pyrazole-5-ol

3-methyl-1-(4-methylphenyl)-4-(4-methyl-phenylthio)-1H-pyrazole-5-ol

Conditions
ConditionsYield
With sodium hydroxide In acetonitrile at 60℃;93%
With 5-ethyl-1,3,7,8-tetramethylalloxazinium triflate; iodine In acetonitrile at 25℃; under 760.051 Torr; for 24h; Green chemistry; chemoselective reaction;91%
With Pd(II)(NHC)Cl2; potassium carbonate In N,N-dimethyl-formamide at 100℃; for 3h; regioselective reaction;84%
With dimethyl sulfoxide at 60 - 110℃; Sealed tube;64%
1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

3-methyl-4-((1-phenyl-1H-tetrazol-5-yl)thio)-1-(p-tolyl)-1H-pyrazol-5-ol

3-methyl-4-((1-phenyl-1H-tetrazol-5-yl)thio)-1-(p-tolyl)-1H-pyrazol-5-ol

Conditions
ConditionsYield
With iodine In dimethyl sulfoxide at 80℃; for 1.5h; Green chemistry;93%
acetic acid 1-phenyl-buta-2,3-dienyl ester
935749-19-2

acetic acid 1-phenyl-buta-2,3-dienyl ester

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

(E)-3-methyl-4-phenyl-6-(4-phenylbuta-1,3-dien-2-yl)-1-(p-tolyl)-4,7-dihydro-1H-oxepino[2,3-c]pyrazole

(E)-3-methyl-4-phenyl-6-(4-phenylbuta-1,3-dien-2-yl)-1-(p-tolyl)-4,7-dihydro-1H-oxepino[2,3-c]pyrazole

Conditions
ConditionsYield
With dichloro(1,5-cyclooctadiene)palladium(II); potassium carbonate; triphenylphosphine In chloroform at 30℃; for 10h; Inert atmosphere; stereoselective reaction;93%
2,3-dihydro-2H-furan
1191-99-7

2,3-dihydro-2H-furan

3-chloro-1H-indole-2-carboxaldehyde
110912-15-7

3-chloro-1H-indole-2-carboxaldehyde

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

C24H22ClN3O2

C24H22ClN3O2

Conditions
ConditionsYield
With triethylammonium acetate for 0.183333h; Microwave irradiation; Green chemistry;92%
2-chloro-8-methyl-quinoline-3-carbaldehyde
73568-26-0

2-chloro-8-methyl-quinoline-3-carbaldehyde

ethyl vinyl ether
109-92-2

ethyl vinyl ether

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

C26H26ClN3O2

C26H26ClN3O2

Conditions
ConditionsYield
With triethylammonium acetate for 0.183333h; Microwave irradiation; Green chemistry;91%
2-chloro-8-methyl-quinoline-3-carbaldehyde
73568-26-0

2-chloro-8-methyl-quinoline-3-carbaldehyde

ethyl 1-propenyl ether
928-55-2

ethyl 1-propenyl ether

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

C27H28ClN3O2

C27H28ClN3O2

Conditions
ConditionsYield
With triethylammonium acetate for 0.166667h; Microwave irradiation; Green chemistry;91%
iodobenzene
591-50-4

iodobenzene

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

3-methyl-1-(5-methyl-[1,1'-biphenyl]-2-yl)-1H-pyrazol-5(4H)-one
1543006-70-7

3-methyl-1-(5-methyl-[1,1'-biphenyl]-2-yl)-1H-pyrazol-5(4H)-one

Conditions
ConditionsYield
With silver(I) acetate; palladium diacetate; trifluoroacetic acid at 120℃; for 5h;91%
6-methoxybenzothiazol-2-ylamine
1747-60-0

6-methoxybenzothiazol-2-ylamine

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

(6-methoxy-benzothiazol-2-yl)-(5-methyl-2-p-tolyl-2,4-dihydro-pyrazol-3-ylidene)-amine

(6-methoxy-benzothiazol-2-yl)-(5-methyl-2-p-tolyl-2,4-dihydro-pyrazol-3-ylidene)-amine

Conditions
ConditionsYield
In methanol for 0.025h; microwave irradiation;90%
2-amino-6-nitrobenzothiazole
6285-57-0

2-amino-6-nitrobenzothiazole

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

1-(4'-methylphenyl)-3-methyl-5-(2''-imino-6''-nitrobenzothiazole)pyrazole

1-(4'-methylphenyl)-3-methyl-5-(2''-imino-6''-nitrobenzothiazole)pyrazole

Conditions
ConditionsYield
In methanol for 0.0333333h; microwave irradiation;90%
2,3-dihydro-2H-furan
1191-99-7

2,3-dihydro-2H-furan

2-chloro-8-methyl-quinoline-3-carbaldehyde
73568-26-0

2-chloro-8-methyl-quinoline-3-carbaldehyde

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

C26H24ClN3O2

C26H24ClN3O2

Conditions
ConditionsYield
With triethylammonium acetate for 0.133333h; Microwave irradiation; Green chemistry;90%
ethyl 1-propenyl ether
928-55-2

ethyl 1-propenyl ether

3-chloro-1H-indole-2-carboxaldehyde
110912-15-7

3-chloro-1H-indole-2-carboxaldehyde

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

C25H28ClN3O2

C25H28ClN3O2

Conditions
ConditionsYield
With triethylammonium acetate for 0.15h; Microwave irradiation; Green chemistry;90%
2-methyl-2-(4-methylpent-3-en-1-yl)-2H-thiopyrano[2,3-b]quinoline-3-carbaldehyde

2-methyl-2-(4-methylpent-3-en-1-yl)-2H-thiopyrano[2,3-b]quinoline-3-carbaldehyde

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

(5aR,15bS)-1,5,5,7a-tetramethyl-3-(p-tolyl)-5,5a,6,7,7a,15bhexahydro-3H-pyrazolo[4'',3'':5',6']pyrano[4',3':5,6]thiochromeno[2,3-b]quinoline

(5aR,15bS)-1,5,5,7a-tetramethyl-3-(p-tolyl)-5,5a,6,7,7a,15bhexahydro-3H-pyrazolo[4'',3'':5',6']pyrano[4',3':5,6]thiochromeno[2,3-b]quinoline

Conditions
ConditionsYield
With glycerol at 120℃; for 3h; Green chemistry;90%
2-(dimethyl(oxo)-λ6-sulfaneylidene)-1-phenylethan-1-one
20718-17-6

2-(dimethyl(oxo)-λ6-sulfaneylidene)-1-phenylethan-1-one

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

3,8-dimethyl-5-phenyl-1H-pyrazolo[1,2-a]cinnolin-1-one

3,8-dimethyl-5-phenyl-1H-pyrazolo[1,2-a]cinnolin-1-one

Conditions
ConditionsYield
With silver hexafluoroantimonate; bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; zinc trifluoromethanesulfonate; toluene-4-sulfonic acid at 120℃; for 12h; Sealed tube;90%
propionyl chloride
79-03-8

propionyl chloride

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

3-methyl-1-(4'-methylphenyl)-4-propionyl-2-pyrazolin-5-one
151512-60-6

3-methyl-1-(4'-methylphenyl)-4-propionyl-2-pyrazolin-5-one

Conditions
ConditionsYield
With calcium hydroxide In 1,4-dioxane for 2h; Reflux;89%
C21H23NOS

C21H23NOS

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

(5aR,15bS)-1,5,5,7a,10-pentamethyl-3-(p-tolyl)-5,5a,6,7,7a,15b-hexahydro-3H-pyrazolo[4'',3'':5',6']pyrano[4',3':5,6]thiochromeno[2,3-b]quinoline

(5aR,15bS)-1,5,5,7a,10-pentamethyl-3-(p-tolyl)-5,5a,6,7,7a,15b-hexahydro-3H-pyrazolo[4'',3'':5',6']pyrano[4',3':5,6]thiochromeno[2,3-b]quinoline

Conditions
ConditionsYield
With glycerol at 120℃; for 3h; Green chemistry;89%
di(p-nitrophenyl) disulfide
100-32-3

di(p-nitrophenyl) disulfide

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one
86-92-0

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one

C17H15N3O3S

C17H15N3O3S

Conditions
ConditionsYield
With dihydrogen peroxide; iodine In 1,4-dioxane; decane; water at 25℃; for 24h;89%

86-92-0Downstream Products

86-92-0Relevant articles and documents

Synthesis of Vinylcyclopropane-Fused Pyrazolone Derivatives by Sulfur Ylide-Initiated 1,6-Michael Addition-Cyclization Reactions

Li, Xiang,Liu, Yan-Qing,Kang, Jing-Wen,Chen, Fei-Yu,He, Xi-Guo,Yuan, Shan-Shan,Guo, Li,Peng, Cheng,Huang, Wei

, p. 4723 - 4730 (2018)

A highly diastereoselective cyclopropanation of α,β,γ,δ-unsaturated pyrazolones has been disclosed. This method allows for construction of a vinylcyclopropane-fused pyrazolone framework via a 1,6-addition/substitution sequence providing excellent regio- and chemoselectivity, good yields, broad functional group tolerance and gram-scale capacity. Moreover, the subsequent transformation of derivatives demonstrates great potential in building useful synthetic architectures.

Catalytic System-Controlled Divergent Reaction Strategies for the Construction of Diversified Spiropyrazolone Skeletons from Pyrazolidinones and Diazopyrazolones

Fang, Feifei,Han, Xu,Hu, Shulei,Li, Chunpu,Liu, Hong,Wang, Qian,Wang, Run,Zhou, Yu

supporting information, p. 21327 - 21333 (2021/08/20)

A catalytic system-controlled divergent reaction strategy was here reported to construct four types of intriguing spiroheterocyclic skeletons from simple and readily available starting materials via a precise chemical bond activation/[n+1] annulation cascade. The tetraazaspiroheterocyclic and trizazspiroheterocyclic scaffolds could be independently constructed by a selective N?N bond activation/[n+1] annulation cascade, a C(sp2)-H activation/[4+1] annulation and a novel tandem C(sp2)-H/C(sp3)?H bond activation/[4+1] annulation strategy, along with a broad scope of substrates, moderate to excellent yields and valuable transformations. More importantly, in these transformations, we are the first time to capture a N?N bond activation and a C(sp3)?H bond activation of pyrazolidinones under different catalytic system.

Electrochemical synthesis of versatile ammonium oxides under metal catalyst-, exogenous-oxidant-, and exogenous-electrolyte-free conditions

Yuan, Yong,Li, Liang-Sen,Zhang, Lin,Wang, Feng,Jiang, Lin,Zuo, Lin,Wang, Qi,Hu, Jian-Guo,Lei, Aiwen

supporting information, p. 2768 - 2771 (2021/03/23)

An electrochemical oxidative cross-coupling reaction between 2.5-substituted-pyrazolin-5-ones and ammonium thiocyanate has been developed, which resulted in a series of unprecedented cross-coupling products under metal catalyst-, exogenous-oxidant-, and exogenous-electrolyte-free conditions. It is worth noting that since the resulting cross-coupling products are nearly insoluble in MeCN, the pure product could be afforded without silica gel column purification. In addition, the prepared ammonium oxides are versatile building blocks for synthesizing functionalized pyrazole derivatives.

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