Product Name

  • Name

    3-Amino-5-hydroxypyrazole

  • EINECS 228-095-6
  • CAS No. 6126-22-3
  • Article Data8
  • CAS DataBase
  • Density 1.79 g/cm3
  • Solubility
  • Melting Point 214 °C (dec.)(lit.)
  • Formula C3H5N3O
  • Boiling Point 185.55°C (rough estimate)
  • Molecular Weight 99.0922
  • Flash Point
  • Transport Information
  • Appearance yellow-beige to beige-brown crystalline powder
  • Safety 26-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 6126-22-3 (3-Amino-5-hydroxypyrazole)
  • Hazard Symbols IrritantXi
  • Synonyms 3-Pyrazolidinone, 5-imino- (7CI);3-Amino-2-pyrazolin-5-one;3-Aminopyrazolone;NSC 30480;NSC 34806;NSC 50565;2-Pyrazolin-5-one,3-amino- (6CI,8CI);
  • PSA 74.93000
  • LogP 0.27870

Synthetic route

Cyanoacetohydrazide
140-87-4

Cyanoacetohydrazide

3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

Conditions
ConditionsYield
With potassium hydroxide In methanol for 2h; Reflux;95%
With sodium methylate In methanol for 2h; Heating;80%
With sodium In methanol for 2h; Heating;80%
ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

Conditions
ConditionsYield
With hydrazine hydrate at 80℃; for 0.0833333h; Microwave irradiation; Green chemistry;82%
ethyl 3-ethoxy-3-iminopropanoate hydrochloride
2318-25-4

ethyl 3-ethoxy-3-iminopropanoate hydrochloride

3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

Conditions
ConditionsYield
With hydrazine hydrate; triethylamine In ethanol for 6h; Reflux;82%
ethyl (E)-2-cyano-3-(2-furyl)-2-propenoate
67449-75-6, 23973-22-0

ethyl (E)-2-cyano-3-(2-furyl)-2-propenoate

3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

3-Amino-4-furan-2-yl-6-hydroxy-1,4-dihydro-pyrano[2,3-c]pyrazole-5-carbonitrile

3-Amino-4-furan-2-yl-6-hydroxy-1,4-dihydro-pyrano[2,3-c]pyrazole-5-carbonitrile

Conditions
ConditionsYield
With piperidine In ethanol for 3h; Heating;90%
4-chlorohippuric acid
13450-77-6

4-chlorohippuric acid

acetic anhydride
108-24-7

acetic anhydride

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

N-(1-acetyl-3-amino-6-oxo-1,6-dihydro-pyrano[2,3-c]pyrazol-5-yl)-4-chloro-benzamide

N-(1-acetyl-3-amino-6-oxo-1,6-dihydro-pyrano[2,3-c]pyrazol-5-yl)-4-chloro-benzamide

Conditions
ConditionsYield
Heating;90%
chloroacetyl chloride
79-04-9

chloroacetyl chloride

3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

2-chloro-N-(5-oxo-4,5-dihydro-1H-pyrazol-3-yl)acetamide

2-chloro-N-(5-oxo-4,5-dihydro-1H-pyrazol-3-yl)acetamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 5h;86%
ethyl (Z)-3-hydroxy-2-butenoate
57031-90-0

ethyl (Z)-3-hydroxy-2-butenoate

3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

4-Hydroxy-6-methyl-2,7-dihydro-pyrazolo[3,4-b]pyridin-3-one

4-Hydroxy-6-methyl-2,7-dihydro-pyrazolo[3,4-b]pyridin-3-one

Conditions
ConditionsYield
In acetic acid for 0.5h; Ambient temperature;85.8%
1-Benzylindole-3-carboxaldehyde
10511-51-0

1-Benzylindole-3-carboxaldehyde

3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

C19H16N4O

C19H16N4O

Conditions
ConditionsYield
With acetic acid In ethanol for 3h; Reflux;85%
2-cyano-3-(2-furanyl)acrylonitrile
3237-22-7

2-cyano-3-(2-furanyl)acrylonitrile

3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

3,6-Diamino-4-furan-2-yl-1,4-dihydro-pyrano[2,3-c]pyrazole-5-carbonitrile

3,6-Diamino-4-furan-2-yl-1,4-dihydro-pyrano[2,3-c]pyrazole-5-carbonitrile

Conditions
ConditionsYield
With piperidine In ethanol for 3h; Heating;82%
3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

1-(N-phenylhydrazono)-1-chloropropanone
18440-58-9

1-(N-phenylhydrazono)-1-chloropropanone

2-Methyl-3-phenylazo-1H-imidazo[1,2-b]pyrazol-6-one
93585-28-5

2-Methyl-3-phenylazo-1H-imidazo[1,2-b]pyrazol-6-one

Conditions
ConditionsYield
With triethylamine In ethanol for 3h; Heating;82%
1-(3-chlorophenyl)-3-(4-methoxyphenyl)-1H-pyrazole-4-carboxaldehyde
618098-67-2

1-(3-chlorophenyl)-3-(4-methoxyphenyl)-1H-pyrazole-4-carboxaldehyde

3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

(4E)-3-amino-4-[(1-(3-chlorophenyl)-3-(4-methoxyphenyl)-1H-pyrazol-4-yl)methylene]-1H-pyrazol-5(4H)-one
1422538-44-0

(4E)-3-amino-4-[(1-(3-chlorophenyl)-3-(4-methoxyphenyl)-1H-pyrazol-4-yl)methylene]-1H-pyrazol-5(4H)-one

Conditions
ConditionsYield
With triethylamine In ethanol for 1h; Reflux;82%
2-(1,3 benzothiazol-2-yl)-2-(5-oxo-3-phenyl(1,3)thiazolidin-2-ylidene)acetonitrile

2-(1,3 benzothiazol-2-yl)-2-(5-oxo-3-phenyl(1,3)thiazolidin-2-ylidene)acetonitrile

3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

4-[2-(1H-pyrazol-5(4H)-one-3-yl)diazen-1-yl]-5-oxo-3-phenylthiazolidin-2-ylidene-2-1,3-benzothiazol-2-yl-acetonitrile

4-[2-(1H-pyrazol-5(4H)-one-3-yl)diazen-1-yl]-5-oxo-3-phenylthiazolidin-2-ylidene-2-1,3-benzothiazol-2-yl-acetonitrile

Conditions
ConditionsYield
Stage #1: 3-amino-2-pyrazolin-5-one With hydrogenchloride; sodium nitrite In water at -5℃;
Stage #2: 2-(1,3 benzothiazol-2-yl)-2-(5-oxo-3-phenyl(1,3)thiazolidin-2-ylidene)acetonitrile With sodium hydroxide In water at -5℃; for 0.5h;
81.18%
[Bis(methylthio)methylene]malononitrile
5147-80-8

[Bis(methylthio)methylene]malononitrile

3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

6-Amino-4-methylsulfanyl-3-oxo-3,3a-dihydro-2H-pyrazolo[3,4-b]pyridine-5-carbonitrile

6-Amino-4-methylsulfanyl-3-oxo-3,3a-dihydro-2H-pyrazolo[3,4-b]pyridine-5-carbonitrile

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 3h; Heating;81%
ethyl (E)-2-cyano-3-(2-thienyl)-2-propenoate
31330-51-5

ethyl (E)-2-cyano-3-(2-thienyl)-2-propenoate

3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

3-Amino-6-hydroxy-4-thiophen-2-yl-1,4-dihydro-pyrano[2,3-c]pyrazole-5-carbonitrile

3-Amino-6-hydroxy-4-thiophen-2-yl-1,4-dihydro-pyrano[2,3-c]pyrazole-5-carbonitrile

Conditions
ConditionsYield
With piperidine In ethanol for 3h; Heating;80%
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

malononitrile
109-77-3

malononitrile

3-cyano-2,5-diamino-4,7-dihydro-4-(4-methoxyphenyl)pyrano<2,3-c>pyrazole

3-cyano-2,5-diamino-4,7-dihydro-4-(4-methoxyphenyl)pyrano<2,3-c>pyrazole

Conditions
ConditionsYield
With piperidine In ethanol for 3h; Ambient temperature;80%
acetic anhydride
108-24-7

acetic anhydride

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

N-(4-methoxybenzoyl)glycine
13214-64-7

N-(4-methoxybenzoyl)glycine

N-(1-acetyl-3-amino-6-oxo-1,6-dihydro-pyrano[2,3-c]pyrazol-5-yl)-4-methoxy-benzamide

N-(1-acetyl-3-amino-6-oxo-1,6-dihydro-pyrano[2,3-c]pyrazol-5-yl)-4-methoxy-benzamide

Conditions
ConditionsYield
Heating;80%
Hippuric Acid
495-69-2

Hippuric Acid

acetic anhydride
108-24-7

acetic anhydride

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

N-(1-acetyl-3-amino-6-oxo-1,6-dihydro-pyrano[2,3-c]pyrazol-5-yl)-benzamide

N-(1-acetyl-3-amino-6-oxo-1,6-dihydro-pyrano[2,3-c]pyrazol-5-yl)-benzamide

Conditions
ConditionsYield
Heating;78.5%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

N-(pyrazol-2-en-5-one-3-yl)-3-oxobutanamide
1198299-30-7

N-(pyrazol-2-en-5-one-3-yl)-3-oxobutanamide

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 0.0666667h; Microwave irradiation;78%
1-[2-(piperidin-1-yl)ethyl]-1H-indole-3-carboxaldehyde

1-[2-(piperidin-1-yl)ethyl]-1H-indole-3-carboxaldehyde

3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

(4E)-3-amino-4-[{1-(2-(piperidin-1-yl)ethyl)-1H-indol-3-yl}methylene]-1H-pyrazol-5(4H)-one

(4E)-3-amino-4-[{1-(2-(piperidin-1-yl)ethyl)-1H-indol-3-yl}methylene]-1H-pyrazol-5(4H)-one

Conditions
ConditionsYield
With triethylamine In ethanol for 1h; Reflux;78%
1-(3-chlorophenyl)-3-(4-methoxyphenyl)-1H-pyrazole-4-carboxaldehyde
618098-67-2

1-(3-chlorophenyl)-3-(4-methoxyphenyl)-1H-pyrazole-4-carboxaldehyde

3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

(3E)-3-[(1-(3-chlorophenyl)-3-(4-methoxyphenyl)-1H-pyrazol-4-yl)methylene]amino-1H-pyrazol-5(4H)-one
1422538-45-1

(3E)-3-[(1-(3-chlorophenyl)-3-(4-methoxyphenyl)-1H-pyrazol-4-yl)methylene]amino-1H-pyrazol-5(4H)-one

Conditions
ConditionsYield
With acetic acid In ethanol for 1h; Reflux;76%
2-(2-thienyl)-1-cyanoacrylonitrile
28162-32-5

2-(2-thienyl)-1-cyanoacrylonitrile

3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

3,6-Diamino-4-thiophen-2-yl-1,4-dihydro-pyrano[2,3-c]pyrazole-5-carbonitrile
110983-00-1

3,6-Diamino-4-thiophen-2-yl-1,4-dihydro-pyrano[2,3-c]pyrazole-5-carbonitrile

Conditions
ConditionsYield
With piperidine In ethanol for 3h; Heating;75%
With piperidine In ethanol Heating;60%
ortho-anisaldehyde
135-02-4

ortho-anisaldehyde

3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

malononitrile
109-77-3

malononitrile

3-cyano-2,5-diamino-4,7-dihydro-4-(2-methoxyphenyl)pyrano<2,3-c>pyrazole

3-cyano-2,5-diamino-4,7-dihydro-4-(2-methoxyphenyl)pyrano<2,3-c>pyrazole

Conditions
ConditionsYield
With piperidine In ethanol for 3h; Ambient temperature;75%
Benzylidenemalononitrile
2700-22-3

Benzylidenemalononitrile

3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

3,6-Diamino-4-phenyl-3a,4-dihydro-pyrano[2,3-c]pyrazole-5-carbonitrile
87379-25-7

3,6-Diamino-4-phenyl-3a,4-dihydro-pyrano[2,3-c]pyrazole-5-carbonitrile

Conditions
ConditionsYield
With piperidine In ethanol for 3h; Heating;75%
Benzylidenemalononitrile
2700-22-3

Benzylidenemalononitrile

3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

3-(3-amino-5-oxo-4,5-dihydro-1H-pyrazol-4-yl)-2-cyano-3-phenylpropanamide
87379-26-8

3-(3-amino-5-oxo-4,5-dihydro-1H-pyrazol-4-yl)-2-cyano-3-phenylpropanamide

Conditions
ConditionsYield
With piperidine In ethanol for 20h; Heating;75%
2-benzoyl-3-(2-thienyl)prop-2-enenitrile
95644-00-1

2-benzoyl-3-(2-thienyl)prop-2-enenitrile

3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

3-Amino-6-phenyl-4-thiophen-2-yl-1,4-dihydro-pyrano[2,3-c]pyrazole-5-carbonitrile

3-Amino-6-phenyl-4-thiophen-2-yl-1,4-dihydro-pyrano[2,3-c]pyrazole-5-carbonitrile

Conditions
ConditionsYield
With piperidine In ethanol for 3h; Heating;75%
2-aminocrotononitrile
870-64-4

2-aminocrotononitrile

3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

4-Amino-6-methyl-2,7-dihydro-pyrazolo[3,4-b]pyridin-3-one

4-Amino-6-methyl-2,7-dihydro-pyrazolo[3,4-b]pyridin-3-one

Conditions
ConditionsYield
With acetic acid for 0.5h; Heating;75%
In acetic acid for 0.5h; Heating;75%
N-(4-methylbenzoyl)glycine
27115-50-0

N-(4-methylbenzoyl)glycine

acetic anhydride
108-24-7

acetic anhydride

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

N-(1-acetyl-3-amino-6-oxo-1,6-dihydro-pyrano[2,3-c]pyrazol-5-yl)-4-methyl-benzamide

N-(1-acetyl-3-amino-6-oxo-1,6-dihydro-pyrano[2,3-c]pyrazol-5-yl)-4-methyl-benzamide

Conditions
ConditionsYield
Heating;75%
3-nitro-4H-chromen-4-one
59507-92-5

3-nitro-4H-chromen-4-one

3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

3-hydroxy-6-(2-hydroxyphenyl)-5-nitro-1H-pyrazolo[3,4-b]pyridine

3-hydroxy-6-(2-hydroxyphenyl)-5-nitro-1H-pyrazolo[3,4-b]pyridine

Conditions
ConditionsYield
With triethylamine In ethanol for 1h; Reflux;75%
3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

2,4-Dimethoxybenzaldehyde
613-45-6

2,4-Dimethoxybenzaldehyde

malononitrile
109-77-3

malononitrile

3-cyano-2,5-diamino-4,7-dihydro-4-(2,4-dimethoxyphenyl)pyrano<2,3-c>pyrazole

3-cyano-2,5-diamino-4,7-dihydro-4-(2,4-dimethoxyphenyl)pyrano<2,3-c>pyrazole

Conditions
ConditionsYield
With piperidine In ethanol for 3h; Ambient temperature;73%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

3-amino-2-pyrazolin-5-one
6126-22-3

3-amino-2-pyrazolin-5-one

malononitrile
109-77-3

malononitrile

3-cyano-2,5-diamino-4,7-dihydro-4-(3-pyridyl)pyrano<2,3-c>pyrazole
128453-21-4

3-cyano-2,5-diamino-4,7-dihydro-4-(3-pyridyl)pyrano<2,3-c>pyrazole

Conditions
ConditionsYield
With piperidine In ethanol for 3h; Ambient temperature;72%

3-Amino-5-hydroxypyrazole Chemical Properties

Molecular structure of 3-Amino-5-hydroxypyrazole (CAS NO.6126-22-3) is:

Product Name: 3-Amino-5-hydroxypyrazole
CAS Registry Number: 6126-22-3
IUPAC Name: 3-amino-1,4-dihydropyrazol-5-one
Molecular Weight: 99.0913 [g/mol]
Molecular Formula: C3H5N3O
XLogP3-AA: -1.4
H-Bond Donor: 2
H-Bond Acceptor: 3 
EINECS: 228-095-6
Melting Point: 214 °C (dec.)(lit.)
Surface Tension: 84.5 dyne/cm
Density: 1.79 g/cm3 
Product Categories: Imidazoles, Pyrroles, Pyrazoles, Pyrrolidines;Amines;Pyrazoles & Triazoles;Pyrazoles & Triazoles;Building Blocks;Heterocyclic Building Blocks;Pyrazoles

3-Amino-5-hydroxypyrazole Safety Profile

Safty information about 3-Amino-5-hydroxypyrazole (CAS NO.6126-22-3) is:
Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 3

3-Amino-5-hydroxypyrazole Specification

 3-Amino-5-hydroxypyrazole , its cas register number is 6126-22-3. It also can be called 3-Amino-1H-pyrazol-5-ol ; 3-Amino-2-pyrazolin-5-one ; 5-Amino-2,3-dihydro-1H-pyrazol-3-one .It is a yellow-beige to beige-brown crystalline powder.

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