Product Name

  • Name

    5,6-dihydro-1H-pyridin-2-one

  • EINECS
  • CAS No. 6052-73-9
  • Article Data24
  • CAS DataBase
  • Density 1.052 g/cm3
  • Solubility
  • Melting Point 187-188℃
  • Formula C5H7NO
  • Boiling Point 287 °C at 760 mmHg
  • Molecular Weight 97.1167
  • Flash Point 158 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 6052-73-9 (5,6-dihydro-1H-pyridin-2-one)
  • Hazard Symbols
  • Synonyms 2(1H)-Pyridone,5,6-dihydro- (7CI,8CI);2-Pentenoic acid, 5-amino-, lactam;3,4-Dehydro-2-piperidone;5,6-Dihydro-1H-pyridin-2-one;5,6-Dihydro-2(1H)-pyridone;
  • PSA 29.10000
  • LogP 0.39130

Synthetic route

6-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester
128372-89-4

6-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

Conditions
ConditionsYield
With hydrogenchloride In methanol; water at 0℃; for 1h; Inert atmosphere;98%
With trifluoroacetic acid In dichloromethane at 0 - 20℃; for 2h;72%
With trifluoroacetic acid In dichloromethane at 20℃; Inert atmosphere;
3-(phenylselanyl)-1-(trimethylsilyl)piperidin-2-one

3-(phenylselanyl)-1-(trimethylsilyl)piperidin-2-one

5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

Conditions
ConditionsYield
With dihydrogen peroxide In tetrahydrofuran at 0 - 20℃; for 2h;97.7%
In tetrahydrofuran at 0 - 20℃; for 2h;0.55 g
(E)-N-(but-3-en-1-yl)but-2-enamide

(E)-N-(but-3-en-1-yl)but-2-enamide

5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

Conditions
ConditionsYield
With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane for 2h; Reflux;94%
With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane at 40℃; for 2h;56%
3-(phenylthio)piperidin-2-one
104261-03-2

3-(phenylthio)piperidin-2-one

5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

Conditions
ConditionsYield
Stage #1: 3-(phenylthio)piperidin-2-one With sodium hydrogencarbonate In dichloromethane for 0.166667h;
Stage #2: With 3-chloro-benzenecarboperoxoic acid for 1h; Further stages.;
90%
Stage #1: 3-(phenylthio)piperidin-2-one With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0 - 20℃; for 2h;
Stage #2: In toluene for 1h; Reflux;
80%
Multi-step reaction with 2 steps
1: m-CPBA, aq.NaHCO3 / CH2Cl2 / 1 h / 0 °C
2: 1.17 g / benzene / 1 h / Heating
View Scheme
N-(but-3-en-1-yl)prop-2-enamide
1415686-28-0

N-(but-3-en-1-yl)prop-2-enamide

5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

Conditions
ConditionsYield
With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In toluene at 85 - 90℃; for 7h;75%
With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane for 6h; Grubbs Olefin Metathesis; Reflux;70%
With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane for 6h; Reflux;70%
2-oxopiperidin-3-yl dimethyldithiocarbamate

2-oxopiperidin-3-yl dimethyldithiocarbamate

5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

Conditions
ConditionsYield
at 260℃; under 1 Torr;68%
1-(perfluorobenzoyl)-5,6-dihydropyridin-2(1H)-one

1-(perfluorobenzoyl)-5,6-dihydropyridin-2(1H)-one

5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

Conditions
ConditionsYield
With lithium hydroxide monohydrate In tetrahydrofuran at 50℃; for 4h;68%
(E)-2,4-pentadienoic acid
21651-12-7

(E)-2,4-pentadienoic acid

A

5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

B

1,6-dihydropyridin-2(3H)-one
61892-77-1

1,6-dihydropyridin-2(3H)-one

Conditions
ConditionsYield
With ammonia Yield given. Yields of byproduct given;
3-Benzenesulfonyl-piperidin-2-one

3-Benzenesulfonyl-piperidin-2-one

5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

Conditions
ConditionsYield
In benzene for 1h; Heating;1.17 g
3-(Phenylselenenyl)-2-piperidinone

3-(Phenylselenenyl)-2-piperidinone

5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

Conditions
ConditionsYield
With dihydrogen peroxide In tetrahydrofuran 1.) 0 deg C, 30 min, 2.) 25 deg C, 1.5 h; Yield given;
1-(trimethylsilyl)piperidin-2-one
3553-93-3

1-(trimethylsilyl)piperidin-2-one

5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: LDA / tetrahydrofuran; hexane / 1.) -50 deg C, 45 min, 2.) -78 deg C, 7 h
2: 50percent H2O2 / tetrahydrofuran / 1.) 0 deg C, 30 min, 2.) 25 deg C, 1.5 h
View Scheme
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran / 0.75 h / -50 °C / Inert atmosphere
1.2: 7 h / -78 °C / Inert atmosphere
2.1: dihydrogen peroxide / tetrahydrofuran / 2 h / 0 - 20 °C
View Scheme
1-(methoxymethyl)-3-(phenylthio)piperidin-2-one
1026076-90-3

1-(methoxymethyl)-3-(phenylthio)piperidin-2-one

5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 78 percent / conc.HCl / ethanol / 6 h / Heating
2: m-CPBA, aq.NaHCO3 / CH2Cl2 / 1 h / 0 °C
3: 1.17 g / benzene / 1 h / Heating
View Scheme
Multi-step reaction with 2 steps
1.1: hydrogenchloride / ethanol; water / 6 h / Reflux
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2 h / 0 - 20 °C
2.2: 1 h / Reflux
View Scheme
C2HF3O2*C11H8F5NO2

C2HF3O2*C11H8F5NO2

A

5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

B

(3E,9E,15E)-1,7,13-Triaza-cyclooctadeca-3,9,15-triene-2,8,14-trione

(3E,9E,15E)-1,7,13-Triaza-cyclooctadeca-3,9,15-triene-2,8,14-trione

Conditions
ConditionsYield
With 4-methyl-morpholine In 1,4-dioxane at 80℃; for 18h;A 6 mg
B 36 mg
C8H13NO

C8H13NO

5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

Conditions
ConditionsYield
With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride Grubbs Olefin Metathesis;
2-oxopiperidine-1-carboxylic acid tert-butyl ester
85908-96-9

2-oxopiperidine-1-carboxylic acid tert-butyl ester

5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: n-butyllithium; diisopropylamine / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere
1.2: 1.5 h / Inert atmosphere
2.1: 3-chloro-benzenecarboperoxoic acid; sodium hydrogencarbonate / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere
2.2: 3 h / 80 °C / Inert atmosphere
3.1: hydrogenchloride / methanol; water / 1 h / 0 °C / Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere
1.2: 1.5 h / -78 °C / Inert atmosphere
2.1: 3-chloro-benzenecarboperoxoic acid; sodium hydrogencarbonate / dichloromethane / 2 h / 0 °C
3.1: toluene / 3 h / 80 °C
4.1: trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C
View Scheme
N-(tert-butyloxycarbonyl)-3-(phenylthio)piperidine-2-one
358732-56-6

N-(tert-butyloxycarbonyl)-3-(phenylthio)piperidine-2-one

5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 3-chloro-benzenecarboperoxoic acid; sodium hydrogencarbonate / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere
1.2: 3 h / 80 °C / Inert atmosphere
2.1: hydrogenchloride / methanol; water / 1 h / 0 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: 3-chloro-benzenecarboperoxoic acid; sodium hydrogencarbonate / dichloromethane / 2 h / 0 °C
2: toluene / 3 h / 80 °C
3: trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C
View Scheme
piperidin-2-one
675-20-7

piperidin-2-one

5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere
1.2: 16 h / 20 °C / Inert atmosphere
2.1: n-butyllithium; diisopropylamine / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere
2.2: 1.5 h / Inert atmosphere
3.1: 3-chloro-benzenecarboperoxoic acid; sodium hydrogencarbonate / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere
3.2: 3 h / 80 °C / Inert atmosphere
4.1: hydrogenchloride / methanol; water / 1 h / 0 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: triethylamine / dichloromethane / 13 h / 0 - 20 °C
2: 2,5-di-tert-butyl-p-benzoquinone; palladium(II) trifluoroacetate; racemic methyl phenyl sulfoxide; zinc(II) trifluoroacetate; di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine / dichloromethane; 1,4-dioxane / 24 h / 20 °C / Inert atmosphere; Sealed tube
3: lithium hydroxide monohydrate / tetrahydrofuran / 4 h / 50 °C
View Scheme
Multi-step reaction with 3 steps
1.1: triethylamine / toluene / 4 h / Inert atmosphere
2.1: tetrahydrofuran / 0.75 h / -50 °C / Alkaline conditions; Enzymatic reaction
2.2: 7 h
3.1: tetrahydrofuran / 2 h / 0 - 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: triethylamine / toluene / 4 h / 50 °C / Inert atmosphere
2.1: n-butyllithium / tetrahydrofuran / 0.75 h / -50 °C / Inert atmosphere
2.2: 7 h / -78 °C / Inert atmosphere
3.1: dihydrogen peroxide / tetrahydrofuran / 2 h / 0 - 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: n-butyllithium / dichloromethane; tetrahydrofuran / 0.5 h / 0 °C
1.2: 3 h
2.1: lithium diisopropyl amide / tetrahydrofuran / 0.75 h / -78 °C / Inert atmosphere
2.2: -78 - 20 °C
3.1: hydrogenchloride / ethanol; water / 6 h / Reflux
4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2 h / 0 - 20 °C
4.2: 1 h / Reflux
View Scheme
1-(perfluorobenzoyl)piperidin-2-one

1-(perfluorobenzoyl)piperidin-2-one

5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 2,5-di-tert-butyl-p-benzoquinone; palladium(II) trifluoroacetate; racemic methyl phenyl sulfoxide; zinc(II) trifluoroacetate; di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine / dichloromethane; 1,4-dioxane / 24 h / 20 °C / Inert atmosphere; Sealed tube
2: lithium hydroxide monohydrate / tetrahydrofuran / 4 h / 50 °C
View Scheme
1-(methoxymethyl)piperidin-2-one
50902-27-7

1-(methoxymethyl)piperidin-2-one

5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: lithium diisopropyl amide / tetrahydrofuran / 0.75 h / -78 °C / Inert atmosphere
1.2: -78 - 20 °C
2.1: hydrogenchloride / ethanol; water / 6 h / Reflux
3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2 h / 0 - 20 °C
3.2: 1 h / Reflux
View Scheme
3-benzenesulfinyl-2-oxo-piperidine-1-carboxylic acid tert-butyl ester

3-benzenesulfinyl-2-oxo-piperidine-1-carboxylic acid tert-butyl ester

5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: toluene / 3 h / 80 °C
2: trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C
View Scheme
5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

cis-3,4-dihydroxy-2-piperidinone
139374-43-9

cis-3,4-dihydroxy-2-piperidinone

Conditions
ConditionsYield
osmium(VIII) oxide; 4-methylmorpholine N-oxide In tert-butyl alcohol Ambient temperature;100%
With osmium(VIII) oxide; 4-methylmorpholine N-oxide In tert-butyl alcohol for 27h; Ambient temperature;64 mg
[2-(hydroxymethyl)phenyl]dimethyl(4-fluorophenyl)silane
853955-70-1

[2-(hydroxymethyl)phenyl]dimethyl(4-fluorophenyl)silane

5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

(R)-4-(4-fluorophenyl)-2-piperidinone

(R)-4-(4-fluorophenyl)-2-piperidinone

Conditions
ConditionsYield
With potassium hydroxide; (1R,4R)-2,5-diphenylbicyclo[2.2.2]octa-2,5-diene; bis(ethylene)rhodium(I) chloride dimer In tetrahydrofuran at 50℃; for 12h;92%
5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

tris(4-chlorophenyl)boroxine
7519-91-7

tris(4-chlorophenyl)boroxine

(R)-4-(4-chlorophenyl)-2-piperidinone

(R)-4-(4-chlorophenyl)-2-piperidinone

Conditions
ConditionsYield
With (R)-2,2'-bis(diarylphosphino)-1,1'-binaphthyl; water; bis(ethylene)rhodium acetylacetonate In 1,4-dioxane at 60℃; for 12h;88%
5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

tris(4-fluorophenyl)boroxine
448-59-9

tris(4-fluorophenyl)boroxine

(R)-4-(4-fluorophenyl)-2-piperidinone

(R)-4-(4-fluorophenyl)-2-piperidinone

Conditions
ConditionsYield
With (R)-2,2'-bis(diphenylphosphino)-octahydro-1,1'-binaphthyl; water; bis(ethylene)rhodium acetylacetonate In 1,4-dioxane at 40℃; for 12h;84%
5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

C13H11ClN2O

C13H11ClN2O

(E)-1-(3-(4-((1H-imidazol-1-yl)methyl)phenyl)acryloyl)-5,6-dihydropyridin-2(1H)-one

(E)-1-(3-(4-((1H-imidazol-1-yl)methyl)phenyl)acryloyl)-5,6-dihydropyridin-2(1H)-one

Conditions
ConditionsYield
Stage #1: 5,6-dihydro-2(1H)-pyridinone With sodium hydride In tetrahydrofuran; mineral oil at -5 - 0℃; for 2h;
Stage #2: C13H11ClN2O In tetrahydrofuran; mineral oil for 21h;
82%
With triethylamine In tetrahydrofuran at 0℃; for 3h;
5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

formic acid ethyl ester
109-94-4

formic acid ethyl ester

N-formyl-5,6-dihydropyridine-2(1H)-one

N-formyl-5,6-dihydropyridine-2(1H)-one

Conditions
ConditionsYield
With titanium tetrachloride; triethylamine In dichloromethane at 0℃; for 1h;76%
5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

C23H24Cl2O7

C23H24Cl2O7

piperarborenine B

piperarborenine B

Conditions
ConditionsYield
In toluene at 20 - 80℃; for 12h; Inert atmosphere; Molecular sieve;75%
5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

C16H9ClO5

C16H9ClO5

C21H15NO6

C21H15NO6

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 10h;75%
5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

1-chloro-5,6-dihydropyridin-2(1H)-one
1215765-27-7

1-chloro-5,6-dihydropyridin-2(1H)-one

Conditions
ConditionsYield
With N-chloro-succinimide; potassium tert-butylate In tetrahydrofuran at 20℃; for 0.666667h; Inert atmosphere;74%
5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

p-phenylenediacrylic diacid dichloride
35288-49-4

p-phenylenediacrylic diacid dichloride

C22H20N2O4

C22H20N2O4

Conditions
ConditionsYield
Stage #1: 5,6-dihydro-2(1H)-pyridinone With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.25h;
Stage #2: p-phenylenediacrylic diacid dichloride In tetrahydrofuran; hexane at -78℃; for 3h;
72%
5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

2-Nitrobenzenesulfonyl chloride
1694-92-4

2-Nitrobenzenesulfonyl chloride

1-nosyl-5,6-dihydropyridin-2(1H)-one
1266568-91-5

1-nosyl-5,6-dihydropyridin-2(1H)-one

Conditions
ConditionsYield
Stage #1: 5,6-dihydro-2(1H)-pyridinone With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere;
Stage #2: 2-Nitrobenzenesulfonyl chloride In tetrahydrofuran; hexane at -78℃; for 1.5h; Inert atmosphere;
71%
5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

2,2-diethoxy-ethanamine
645-36-3

2,2-diethoxy-ethanamine

5,6-Dihydroimidazo<1,2-a>pyridine

5,6-Dihydroimidazo<1,2-a>pyridine

Conditions
ConditionsYield
titanium tetrachloride In 1,3,5-trimethyl-benzene for 74h; Heating;68.9%
5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

C19H31NO5

C19H31NO5

tert-butyl (E)-4-(2-methyl-3-oxo-3-(6-oxo-3,6-dihydropyridin-1(2H)-yl)prop-1-en-1-yl)piperidine-1-carboxylate

tert-butyl (E)-4-(2-methyl-3-oxo-3-(6-oxo-3,6-dihydropyridin-1(2H)-yl)prop-1-en-1-yl)piperidine-1-carboxylate

Conditions
ConditionsYield
Stage #1: 5,6-dihydro-2(1H)-pyridinone With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h;
Stage #2: C19H31NO5 In tetrahydrofuran at -78 - 20℃; for 1h;
67.8%
Stage #1: 5,6-dihydro-2(1H)-pyridinone With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h;
Stage #2: C19H31NO5 In tetrahydrofuran at 20℃; for 1h;
67.8%
5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

chloroacetyl chloride
79-04-9

chloroacetyl chloride

1-(2-chloroacetyl)-5,6-dihydropyridin-2(1H)-one

1-(2-chloroacetyl)-5,6-dihydropyridin-2(1H)-one

Conditions
ConditionsYield
Stage #1: 5,6-dihydro-2(1H)-pyridinone With sodium hydride In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;
Stage #2: chloroacetyl chloride In tetrahydrofuran at 0 - 20℃; Inert atmosphere;
65%
5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

C13H14Cl3NO

C13H14Cl3NO

C18H20Cl2N2O2

C18H20Cl2N2O2

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 10h;65%
5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

cinnamyl chloride
2687-12-9

cinnamyl chloride

1-cinnamoyl-5,6-dihydropyridin-2(1H)-one
1057962-70-5

1-cinnamoyl-5,6-dihydropyridin-2(1H)-one

Conditions
ConditionsYield
Stage #1: 5,6-dihydro-2(1H)-pyridinone With sodium hydride In tetrahydrofuran at 0℃; for 0.25h; Inert atmosphere;
Stage #2: cinnamyl chloride In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere;
64%
5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

mesitylenecarbonitrile oxide
2904-57-6

mesitylenecarbonitrile oxide

3-(2,4,6-trimethyl-phenyl)-5,6,7,7a-tetrahydro-3aH-isoxazolo[4,5-c]pyridin-4-one

3-(2,4,6-trimethyl-phenyl)-5,6,7,7a-tetrahydro-3aH-isoxazolo[4,5-c]pyridin-4-one

Conditions
ConditionsYield
In benzene at 20℃; for 504000h; Cycloaddition;62%
5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

C10H11ClN2O

C10H11ClN2O

(E)-1-{3-[(3,5,6-trimethylpyrazin-2-yl)]prop-2-enoyl}-5,6-dihydropyridin-2(1H)-one

(E)-1-{3-[(3,5,6-trimethylpyrazin-2-yl)]prop-2-enoyl}-5,6-dihydropyridin-2(1H)-one

Conditions
ConditionsYield
Stage #1: C10H11ClN2O With pivaloyl chloride; triethylamine In tetrahydrofuran at -20℃; for 0.75h;
Stage #2: 5,6-dihydro-2(1H)-pyridinone With n-butyllithium In tetrahydrofuran at -70℃; for 1.75h;
53%
5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

(2E)-3-(3,5,6-trimethylpyrazin-2-yl)prop-2-enoic acid

(2E)-3-(3,5,6-trimethylpyrazin-2-yl)prop-2-enoic acid

(E)-1-{3-[(3,5,6-trimethylpyrazin-2-yl)]prop-2-enoyl}-5,6-dihydropyridin-2(1H)-one

(E)-1-{3-[(3,5,6-trimethylpyrazin-2-yl)]prop-2-enoyl}-5,6-dihydropyridin-2(1H)-one

Conditions
ConditionsYield
Stage #1: (2E)-3-(3,5,6-trimethylpyrazin-2-yl)prop-2-enoic acid With pivaloyl chloride; triethylamine In tetrahydrofuran; dichloromethane at -20℃;
Stage #2: 5,6-dihydro-2(1H)-pyridinone With n-butyllithium In tetrahydrofuran for 1h;
53%
5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

(E)-(E)-3-(5-methoxypyrimidin-2-yl)acrylic pivalic anhydride

(E)-(E)-3-(5-methoxypyrimidin-2-yl)acrylic pivalic anhydride

(E)-1-(3-(5-methoxypyrimidin-2-yl)acryloyl)-5,6-dihydropyridin-2(1H)-one

(E)-1-(3-(5-methoxypyrimidin-2-yl)acryloyl)-5,6-dihydropyridin-2(1H)-one

Conditions
ConditionsYield
Stage #1: 5,6-dihydro-2(1H)-pyridinone With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h;
Stage #2: (E)-(E)-3-(5-methoxypyrimidin-2-yl)acrylic pivalic anhydride In tetrahydrofuran; hexane at -78℃; for 1h;
52.23%
Stage #1: 5,6-dihydro-2(1H)-pyridinone With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h;
Stage #2: (E)-(E)-3-(5-methoxypyrimidin-2-yl)acrylic pivalic anhydride In tetrahydrofuran; hexane at -78℃; for 1h;
52.23%
5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

benzohydroximoyl chloride
698-16-8

benzohydroximoyl chloride

3-phenyl-5,6,7,7a-tetrahydro-3aH-isoxazolo[4,5-c]pyridin-4-one

3-phenyl-5,6,7,7a-tetrahydro-3aH-isoxazolo[4,5-c]pyridin-4-one

Conditions
ConditionsYield
With triethylamine In benzene at 20℃; for 48h; Cycloaddition; dehydrochlorination;51%
5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

C19H31NO5

C19H31NO5

(Z)-tert-butyl 4-(2-methyl-3-oxo-3-(2-oxo-5,6-dihydropyridin-1(2H)-yl)prop-1-enyl)piperidine-1-carboxylate

(Z)-tert-butyl 4-(2-methyl-3-oxo-3-(2-oxo-5,6-dihydropyridin-1(2H)-yl)prop-1-enyl)piperidine-1-carboxylate

Conditions
ConditionsYield
Stage #1: 5,6-dihydro-2(1H)-pyridinone With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h;
Stage #2: C19H31NO5 In tetrahydrofuran at -78 - 20℃; for 1h;
49.6%
Stage #1: 5,6-dihydro-2(1H)-pyridinone With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h;
Stage #2: C19H31NO5 In tetrahydrofuran at 20℃; for 1h;
49.6%
5,6-dihydro-2(1H)-pyridinone
6052-73-9

5,6-dihydro-2(1H)-pyridinone

(E)-(E)-3-(3,5-dimethyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl)acrylic pivalic anhydride

(E)-(E)-3-(3,5-dimethyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl)acrylic pivalic anhydride

(E)-1-(3-(3,5-dimethyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl)acryloyl)-5,6-dihydropyridin-2(1H)-one

(E)-1-(3-(3,5-dimethyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl)acryloyl)-5,6-dihydropyridin-2(1H)-one

Conditions
ConditionsYield
Stage #1: 5,6-dihydro-2(1H)-pyridinone With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h;
Stage #2: (E)-(E)-3-(3,5-dimethyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl)acrylic pivalic anhydride In tetrahydrofuran; hexane at -78℃; for 1.5h;
48.92%
Stage #1: 5,6-dihydro-2(1H)-pyridinone With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h;
Stage #2: (E)-(E)-3-(3,5-dimethyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl)acrylic pivalic anhydride In tetrahydrofuran at -78℃; for 1.5h;
48.92%

2(1H)-Pyridinone,5,6-dihydro- Specification

The 2(1H)-Pyridinone,5,6-dihydro-, also known as 5,6-Dihydro-2(1H)-pyridone, is an organic compound with the formula C5H7NO. With the CAS registry number 6052-73-9, its systematic name is 5,6-dihydropyridin-2(1H)-one.

Physical properties of 2(1H)-Pyridinone,5,6-dihydro-: (1)ACD/LogP: -0.65; (2)ACD/LogD (pH 5.5): -0.65; (3)ACD/LogD (pH 7.4): -0.65; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 10.57; (7)ACD/KOC (pH 7.4): 10.57; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)Index of Refraction: 1.478; (11)Molar Refractivity: 26.14 cm3; (12)Molar Volume: 92.2 cm3; (13)Surface Tension: 33.2 dyne/cm; (14)Density: 1.052 g/cm3; (15)Flash Point: 158 °C; (16)Enthalpy of Vaporization: 52.61 kJ/mol; (17)Boiling Point: 287 °C at 760 mmHg; (18)Vapour Pressure: 0.00256 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C1\C=C/CCN1
(2)InChI: InChI=1/C5H7NO/c7-5-3-1-2-4-6-5/h1,3H,2,4H2,(H,6,7)
(3)InChIKey: OXRRHYRRQWIHIV-UHFFFAOYAD

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