Product Name

  • Name

    1H-Pyrazole-3-carbonitrile

  • EINECS
  • CAS No. 36650-74-5
  • Article Data7
  • CAS DataBase
  • Density 1.29 g/cm3
  • Solubility
  • Melting Point
  • Formula C4H3N3
  • Boiling Point 317.427 °C at 760 mmHg
  • Molecular Weight 93.0879
  • Flash Point 114.009 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 36650-74-5 (1H-Pyrazole-3-carbonitrile)
  • Hazard Symbols
  • Synonyms 5-Cyanopyrazole;Pyrazole-3-carbonitrile;
  • PSA 52.47000
  • LogP 0.28138

Synthetic route

1H-pyrazole-3-carboxamide
33064-36-7

1H-pyrazole-3-carboxamide

pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

Conditions
ConditionsYield
at 335℃; for 1h; Temperature;85%
With sodium chloride; trichlorophosphate In acetonitrile at 80℃;
3-bromo-3-cyano-4,5-dihydropyrazole

3-bromo-3-cyano-4,5-dihydropyrazole

pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

Conditions
ConditionsYield
at 20℃; for 1h; Elimination;65%
4-diazo-1,1,1,2,2-pentafluoro-3-pentafluoroethyl-3-trifluoromethylbutane
87879-93-4

4-diazo-1,1,1,2,2-pentafluoro-3-pentafluoroethyl-3-trifluoromethylbutane

acrylonitrile
107-13-1

acrylonitrile

pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

Conditions
ConditionsYield
for 240h;47%
diazomethane
186581-53-3, 908094-01-9

diazomethane

(Z)-3-[(R)-p-tolylsulfinyl]propenonitrile
205251-17-8

(Z)-3-[(R)-p-tolylsulfinyl]propenonitrile

pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

Conditions
ConditionsYield
In diethyl ether at -10℃;
1H-pyrazole-3-carbxaldehyde oxime
30192-58-6

1H-pyrazole-3-carbxaldehyde oxime

pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

Conditions
ConditionsYield
With acetic anhydride at 100℃; for 5h;
tert-butyl N-(3,4-dichloro-6-fluoro-9H-pyrido[2,3-b]indol-8-yl)-N-ethylcarbamate

tert-butyl N-(3,4-dichloro-6-fluoro-9H-pyrido[2,3-b]indol-8-yl)-N-ethylcarbamate

pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

tert-butyl N-[3-chloro-4-(3-cyanopyrazol-1-yl)-6-fluoro-9H-pyrido[2,3-b]indol-8-yl]-N-ethyl-carbamate

tert-butyl N-[3-chloro-4-(3-cyanopyrazol-1-yl)-6-fluoro-9H-pyrido[2,3-b]indol-8-yl]-N-ethyl-carbamate

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 120℃; for 12h;87.6%
ethanol
64-17-5

ethanol

pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

ethyl 1H-pyrazole-3-carboximidoate hydrochloride

ethyl 1H-pyrazole-3-carboximidoate hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In chloroform for 3.83333h; Cooling with acetone-dry ice;81%
With hydrogenchloride In chloroform for 3h; Cooling with acetone-dry ice;
pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

1-nitro-1H-pyrazole-3-carbonitrile

1-nitro-1H-pyrazole-3-carbonitrile

Conditions
ConditionsYield
With nitric acid; acetic anhydride; trifluoroacetic acid at 5 - 10℃; for 2h;80%
pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

5-(1H-pyrazol-3-yl)tetrazole

5-(1H-pyrazol-3-yl)tetrazole

Conditions
ConditionsYield
With sodium azide; triethylamine hydrochloride In toluene at 110℃; for 10h;79%
With sodium azide; zinc dibromide In N,N-dimethyl-formamide at 175℃; for 0.333333h; microwave irradiation;
pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

alpha-bromo-3,4-difluorotoluene
85118-01-0

alpha-bromo-3,4-difluorotoluene

A

1-(3,4-difluorobenzyl)-1H-pyrazole-3-carbonitrile

1-(3,4-difluorobenzyl)-1H-pyrazole-3-carbonitrile

B

C11H7F2N3

C11H7F2N3

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere;A 75%
B n/a
...Expand
2-bromo-6-fluorobenzaldehyde
360575-28-6

2-bromo-6-fluorobenzaldehyde

pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

1-(3-bromo-2-formylphenyl)-1H-pyrazole-3-carbonitrile
1413065-58-3

1-(3-bromo-2-formylphenyl)-1H-pyrazole-3-carbonitrile

Conditions
ConditionsYield
Stage #1: pyrazolecarbonitrile With potassium tert-butylate In dimethyl sulfoxide at 20℃; for 0.333333h;
Stage #2: 2-bromo-6-fluorobenzaldehyde In dimethyl sulfoxide at 20℃;		73%
C24H41BrO

C24H41BrO

pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

A

C28H43N3O

C28H43N3O

B

C28H43N3O

C28H43N3O

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 85℃; for 12h;A 71%
B 13%
...Expand
2-bromo-N,N-dimethylethanamide
5468-77-9

2-bromo-N,N-dimethylethanamide

pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

A

C8H10N4O

C8H10N4O

B

C8H10N4O

C8H10N4O

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; magnesium bromide In tetrahydrofuran at 0℃; for 2h; Glovebox; regioselective reaction;A n/a
B 60%
With potassium carbonate In acetonitrile at 25℃; for 1h; regioselective reaction;A 54%
B n/a
...Expand
C25H43BrO2

C25H43BrO2

pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

A

C29H45N3O2

C29H45N3O2

B

C29H45N3O2

C29H45N3O2

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 25 - 80℃; for 16h;A 57%
B 28%
...Expand
C23H37BrO3

C23H37BrO3

pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

C27H39N3O3

C27H39N3O3

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran at 20℃; for 16h; Solvent; Temperature; Inert atmosphere;56%
2,3-dichloro-pyridine
2402-77-9

2,3-dichloro-pyridine

pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

C9H5ClN4

C9H5ClN4

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 130 - 140℃;55%
2-bromo-1-((3R,5R,8R,9R,10S,13S,14S,17S)-3-hydroxy-3,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethan-1-one
1430063-93-6

2-bromo-1-((3R,5R,8R,9R,10S,13S,14S,17S)-3-hydroxy-3,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethan-1-one

pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

3α-hydroxy-3β-methyl-21-(3-cyano-1H-pyrazol-1'-yl)-19-nor-5β-pregnan-20-one

3α-hydroxy-3β-methyl-21-(3-cyano-1H-pyrazol-1'-yl)-19-nor-5β-pregnan-20-one

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran53%
With potassium carbonate In tetrahydrofuran at 35℃; for 15h;24%
C23H39BrO

C23H39BrO

pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

A

C27H41N3O

C27H41N3O

B

C27H41N3O

C27H41N3O

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 0 - 85℃; for 12h;A 53%
B 16%
...Expand
C25H41BrO3

C25H41BrO3

pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

1-(2-((3R,5S,8S,9S,10S,13S,14S,17S)-3-(ethoxymethyl)-10-ethyl-3-hydroxy-13-methylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl)-1H-pyrazole-3-carbonitrile

1-(2-((3R,5S,8S,9S,10S,13S,14S,17S)-3-(ethoxymethyl)-10-ethyl-3-hydroxy-13-methylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl)-1H-pyrazole-3-carbonitrile

Conditions
ConditionsYield
With potassium carbonate In acetone at 15℃; for 16h;44.1%
ethyl 1-(6-(2-(4-(3-bromopropoxy)-2-methylphenethyl)-5-fluorophenyl)pyridin-2-yl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate

ethyl 1-(6-(2-(4-(3-bromopropoxy)-2-methylphenethyl)-5-fluorophenyl)pyridin-2-yl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate

pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

ethyl 1-(6-(2-(4-(3-(3-cyano-1H-pyrazol-1-yl)propoxy)-2-methylphenethyl)-5-fluorophenyl)pyridin-2-yl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate

ethyl 1-(6-(2-(4-(3-(3-cyano-1H-pyrazol-1-yl)propoxy)-2-methylphenethyl)-5-fluorophenyl)pyridin-2-yl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 80℃; for 16h;43.5%
2-mercaptopropanoic acid
79-42-5

2-mercaptopropanoic acid

pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

2-(3-pyrazolyl)-4-hydroxy-5-methylthiazole
133833-90-6

2-(3-pyrazolyl)-4-hydroxy-5-methylthiazole

Conditions
ConditionsYield
With pyridine at 100℃; for 2h;42%
2-Amino-2-methyl-1-propanol
124-68-5

2-Amino-2-methyl-1-propanol

pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

C8H11N3O

C8H11N3O

Conditions
ConditionsYield
With zinc(II) chloride at 95℃; for 4h; Microwave irradiation;41.6%
4-((tert-butoxycarbonylamino)methyl)phenylboronic acid
489446-42-6

4-((tert-butoxycarbonylamino)methyl)phenylboronic acid

pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

tert-butyl (4-(3-cyano-1H-pyrazol-1-yl)benzyl)carbamate

tert-butyl (4-(3-cyano-1H-pyrazol-1-yl)benzyl)carbamate

Conditions
ConditionsYield
With pyridine; copper diacetate; triethylamine In dichloromethane at 40℃; for 18h;39%
C24H39BrO3

C24H39BrO3

pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

1-(2-((3R,5S,8S,9S,10S,13S,14S,17S)-10-ethyl-3-hydroxy-3-(methoxymethyl)-13-methylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl)-1H-pyrazole-3-carbonitrile

1-(2-((3R,5S,8S,9S,10S,13S,14S,17S)-10-ethyl-3-hydroxy-3-(methoxymethyl)-13-methylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl)-1H-pyrazole-3-carbonitrile

Conditions
ConditionsYield
With potassium carbonate In acetone at 15℃; for 16h;39%
C22H37BrO2

C22H37BrO2

pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

A

C26H39N3O2

C26H39N3O2

B

C26H39N3O2

C26H39N3O2

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 25 - 85℃; for 12h;A 39%
B 3.3%
...Expand
2-Amino-6-chloropurin
10310-21-1

2-Amino-6-chloropurin

pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

1-(2-amino-9H-purin-6-yl)-1H-pyrazole-3-carbonitrile

1-(2-amino-9H-purin-6-yl)-1H-pyrazole-3-carbonitrile

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 24h;37.4%
6-allyloxy-3-iodo-1,6-diazabicyclo[3.2.1]oct-3-en-7-one

6-allyloxy-3-iodo-1,6-diazabicyclo[3.2.1]oct-3-en-7-one

pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

N-(6-allyloxy-7-oxo-1,6-diazabicyclo[3.2.1]oct-3-en-3-yl)pyrazole-3-carbonitrile

N-(6-allyloxy-7-oxo-1,6-diazabicyclo[3.2.1]oct-3-en-3-yl)pyrazole-3-carbonitrile

Conditions
ConditionsYield
With copper(l) iodide; N,N-dimethylglycine hydrochoride; potassium carbonate In dimethyl sulfoxide at 100℃; for 18h; Inert atmosphere;37%
C21H32BrFO2
1430065-01-2

C21H32BrFO2

pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

C25H34FN3O2

C25H34FN3O2

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h;28%
C23H37BrO2

C23H37BrO2

pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

C27H39N3O2

C27H39N3O2

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 20℃;26.09%
2-bromo-7-fluoro-5-phenyl-6,7-dihydro-5H-pyrrolo[1,2-b][1,2,4]triazole

2-bromo-7-fluoro-5-phenyl-6,7-dihydro-5H-pyrrolo[1,2-b][1,2,4]triazole

pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

1-[7-fluoro-5-phenyl-6,7-dihydro-5H-pyrrolo[1,2-b][1,2,4]triazol-2-yl]pyrazole-3-carbonitrile

1-[7-fluoro-5-phenyl-6,7-dihydro-5H-pyrrolo[1,2-b][1,2,4]triazol-2-yl]pyrazole-3-carbonitrile

Conditions
ConditionsYield
With copper(l) iodide; (1S,2S)-N,N'-dimethyl-1,2-diaminocyclohexane; caesium carbonate In 1,4-dioxane at 140℃; for 3h; Microwave irradiation; Sealed tube;26%
2-bromo-1-((3R,5R,8S,10R,13S,14S)-10-fluoro-3-hydroxy-3,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethan-1-one

2-bromo-1-((3R,5R,8S,10R,13S,14S)-10-fluoro-3-hydroxy-3,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethan-1-one

pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

A

1-(2-((3R,5R,8S,9S,10R,13S,14S,17S)-10-fluoro-3-hydroxy-3,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl)-1H-pyrazole-3-carbonitrile

1-(2-((3R,5R,8S,9S,10R,13S,14S,17S)-10-fluoro-3-hydroxy-3,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl)-1H-pyrazole-3-carbonitrile

B

1-(2-((3R,5R,8S,9S,10R,13S,14S,17R)-10-fluoro-3-hydroxy-3,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl)-1H-pyrazole-3-carbonitrile

1-(2-((3R,5R,8S,9S,10R,13S,14S,17R)-10-fluoro-3-hydroxy-3,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl)-1H-pyrazole-3-carbonitrile

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran at 20℃; for 5h;A 21.9%
B 6%
...Expand
C22H35BrO2

C22H35BrO2

pyrazolecarbonitrile
36650-74-5

pyrazolecarbonitrile

C26H37N3O2

C26H37N3O2

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran at 70℃;19.4%

3-Cyanopyrazole Specification

The 1H-Pyrazole-3-carbonitrile is an organic compound with the formula C4H3N3. The IUPAC name of this chemical is 1H-pyrazole-5-carbonitrile. With the CAS registry number 36650-74-5, it is also named as pyrazole-3-carbonitrile.

Physical properties about 1H-Pyrazole-3-carbonitrile are: (1)ACD/LogP: 0.38; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 18; (5)ACD/KOC (pH 7.4): 17; (6)#H bond acceptors: 3; (7)#H bond donors: 1; (8)Polar Surface Area: 52.47 Å2; (9)Index of Refraction: 1.551; (10)Molar Refractivity: 23.044 cm3; (11)Molar Volume: 72.179 cm3; (12)Polarizability: 9.135×10-24cm3; (13)Surface Tension: 71.563 dyne/cm; (14)Density: 1.29 g/cm3; (15)Flash Point: 114.009 °C; (16)Enthalpy of Vaporization: 55.884 kJ/mol; (17)Boiling Point: 317.427 °C at 760 mmHg.

You can still convert the following datas into molecular structure:
(1)SMILES: N#Cc1ccnn1
(2)InChI: InChI=1/C4H3N3/c5-3-4-1-2-6-7-4/h1-2H,(H,6,7)
(3)InChIKey: YMJLEPMVGQBLHL-UHFFFAOYAH
(4)Std. InChI: InChI=1S/C4H3N3/c5-3-4-1-2-6-7-4/h1-2H,(H,6,7)
(5)Std. InChIKey: YMJLEPMVGQBLHL-UHFFFAOYSA-N

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