Pyridazin-3-amine supplier | CasNO.5469-70-5

Name
Pyridazin-3-amine
EINECS
CAS No. 5469-70-5
Article Data32
CAS DataBase
Density 1.216 g/cm³
Solubility
Melting Point 171 °C
Formula C₄H₅N₃
Boiling Point 326.19 °C at 760 mmHg
Molecular Weight 95.1038
Flash Point 177.256 °C
Transport Information
Appearance Off white or white powder
Safety 26-24/25
Risk Codes 22-36
Molecular Structure
Hazard Symbols Xi
Synonyms Pyridazine,3-amino- (6CI,7CI,8CI);(Pyridazin-3-yl)amine;2,3-Dihydro-3-iminopyridazine;3-Aminopyridazine;NSC 25228;
PSA 51.80000
LogP 0.64000

Synthetic route

: 5469-69-2
6-chloro-pyridazin-3-ylamine

: 5469-70-5
3-aminopyridazine

Conditions

Conditions	Yield
With sodium hydroxide; hydrogen; palladium 10% on activated carbon In tetrahydrofuran; water at 20℃; for 48h;	100%
With palladium on activated charcoal; hydrogen; sodium hydroxide In ethanol at 20℃; under 760.051 Torr; for 20h;	100%
With hydrogen; sodium hydroxide; palladium 10% on activated carbon In ethanol at 20℃; for 18h;	99.5%

: 1120-95-2
3-chloropyridazine

: 5469-70-5
3-aminopyridazine

Conditions

Conditions	Yield
With ammonium hydroxide In tetrahydrofuran at 150℃; for 36h;	50%
With ammonia at 180℃; under 117681 Torr;
With methanol; ammonia at 175℃;
With ethanol; ammonia at 175℃;

: 88497-27-2
6-bromopyridazin-3-amine

: 5469-70-5
3-aminopyridazine

Conditions

Conditions	Yield
With sodium hydroxide; palladium on activated charcoal Hydrogenation;

: 40972-16-5
3-hydrazinyl pyridazine

: 5469-70-5
3-aminopyridazine

Conditions

Conditions	Yield
With hydrogen; nickel for 2.5h;

: 17114-78-2
9-tert-butylfluorene

: C4H4N3(1-)*K(1+)

A: 5469-70-5
3-aminopyridazine

B: 106358-48-9
potassium salt of 9-tert-butylfluorene

Conditions

Conditions	Yield
In dimethyl sulfoxide at 24.9℃; Equilibrium constant;

...Expand

: 20744-39-2
4-aminopyridazine

: 5469-70-5
3-aminopyridazine

Conditions

Conditions	Yield
palladium on charcoal In sodium hydroxide; ethanol

: 5469-70-5
3-aminopyridazine

: 1421230-72-9
methyl 2-(4-(4-(4-(tert-butoxycarbonylamino)phenyl)thieno[3,2-d]pyrimidin-7-yl)phenyl)acetate

: 1421230-37-6
2-(4-(4-(4-(3-pyridazin-3-ylureido)phenyl)thieno[3,2-d]pyrimidin-7-yl)phenyl)acetic acid

Conditions

Conditions	Yield
Stage #1: 3-aminopyridazine; methyl 2-(4-(4-(4-(tert-butoxycarbonylamino)phenyl)thieno[3,2-d]pyrimidin-7-yl)phenyl)acetate With 4-Nitrophenyl chloroformate In 1,4-dioxane at 20℃; Stage #2: With water In tetrahydrofuran; methanol	100%

: 5469-70-5
3-aminopyridazine

: perfluorophenyl 1-(4-bromo-2-methoxyphenyl)-2-oxo-1,2-dihydroquinoline-6-sulfonate

: 1-(4-bromo-2-methoxyphenyl)-2-oxo-N-(pyridazin-3-yl)-1,2-dihydroquinoline-6-sulfonamide

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran at 0℃; for 0.333333h;	100%

: 5469-70-5
3-aminopyridazine

: 107-20-0
2-chloroethanal

: 766-55-2
imidazo[1.2-b]pyridazine

Conditions

Conditions	Yield
at 70℃;	100%
In water; ethyl acetate at 85℃; for 2h; Solvent; Temperature;
In methanol; water at 87℃; for 1h; Solvent; Temperature; Concentration;

: 5469-70-5
3-aminopyridazine

: 361550-43-8
(5-bromo-pyridin-3-yl)-carbamic acid tert-butyl ester

: tert-butyl (5-(pyridazin-3-ylamino)pyridin-3-yl)carbamate

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; caesium carbonate In 1,4-dioxane at 90℃; for 16h; Inert atmosphere;	98%

: 5469-70-5
3-aminopyridazine

: 13534-89-9
2,3-dibromopyridine

A: pyrido[3',2':4,5]imidazo[1,2-b]pyridazine

B: pyrido[2',3':4,5]imidazo[1,2-b]pyridazine

Conditions

Conditions	Yield
With tris(dibenzylideneacetone)dipalladium (0); caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,2-dimethoxyethane at 140℃; for 30h;	A n/a B 97%

...Expand

: 5469-70-5
3-aminopyridazine

: 118-90-1
ortho-methylbenzoic acid

: 2-methyl-N-(pyridazin-3-yl)benzamide

Conditions

Conditions	Yield
Stage #1: ortho-methylbenzoic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.166667h; Inert atmosphere; Stage #2: 3-aminopyridazine With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 60℃; Inert atmosphere;	96%

: 5469-70-5
3-aminopyridazine

: 4637-24-5
N,N-dimethyl-formamide dimethyl acetal

: 35053-54-4
N,N-dimethyl-N'-pyridazin-3-yl-formamidine

Conditions

Conditions	Yield
for 2h; Reflux;	95%
In toluene at 20 - 85℃;	91%
In toluene at 20 - 85℃;	91%
In toluene for 2h; Heating;
In methanol at 45℃; for 6h; Solvent; Temperature;

: 5469-70-5
3-aminopyridazine

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 35053-54-4
N,N-dimethyl-N'-pyridazin-3-yl-formamidine

Conditions

Conditions	Yield
In N,N-dimethyl acetamide for 2h; Reflux;	95%

: 5469-70-5
3-aminopyridazine

: 219739-90-9
Methyl (Z)-2-<(benzyloxycarbonyl)amino>-3-dimethylaminopropenoate

: 225112-17-4
3-<(Benzyloxycarbonyl)amino>-4H-pyrimido<1,2-b>pyridazin-4-one

Conditions

Conditions	Yield
With acetic acid for 6h; Reflux;	93%
With sodium acetate; acetic acid 1.) reflux, 3.5 h, 2.) reflux, 4 h; Yield given; Multistep reaction;

: 5469-70-5
3-aminopyridazine

: 128676-85-7
2-chloro-3-iodo-quinoline

: pyridazino[6',1':2,3]imidazo[4,5-b]quinoline

Conditions

Conditions	Yield
With caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; palladium diacetate In toluene for 17h; Heating;	93%

: 5469-70-5
3-aminopyridazine

: 145100-50-1
1,1,1-trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)-sulfonyl)methanesulfonamide

: 3-N'-monotrifluoromethanesulfonamidopyridazine

Conditions

Conditions	Yield
In acetonitrile at 60℃; Inert atmosphere;	90%

: 5469-70-5
3-aminopyridazine

: 1885-14-9
phenyl chloroformate

: 1020327-61-0
phenyl pyridazin-3-ylcarbamate

Conditions

Conditions	Yield
With pyridine In acetonitrile at 0℃; for 1h;	87%
With pyridine In acetonitrile at 0 - 20℃;	74%
With pyridine In tetrahydrofuran; acetonitrile Product distribution / selectivity;	70%

: 5469-70-5
3-aminopyridazine

: 125008-68-6
methyl (Z)-2-benzoylamino-3-dimethylaminopropenoate

: 3-benzoylamino-4H-pyrimido[1,2-b]pyrdazin-4-one

Conditions

Conditions	Yield
With acetic acid for 4.5h; Condensation; Heating;	86%

: 5469-70-5
3-aminopyridazine

: 19241-34-0
2-chloro-6-methylphenyl isothiocyanate

: 1-(2-Chloro-6-methyl-phenyl)-3-pyridazin-3-yl-thiourea

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide 1) 0 deg C to r.t., 2) r.t., 3 h;	85%

: 5469-70-5
3-aminopyridazine

: 13721-00-1
2,3-dibromoquinoline

: 3-bromo-N-(pyridazin-3-yl)quinolin-2-amine

Conditions

Conditions	Yield
With caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris(dibenzylideneacetone)dipalladium (0) In 1,2-dimethoxyethane for 7h; Heating;	84%

: 5469-70-5
3-aminopyridazine

: (P)-perfluorophenyl 1-(5-fluoro-2-methoxy-4-(3,3,3-trifluoropropyl)phenyl)-2-oxo-1,2-dihydroquinoline-6-sulfonate

: (P)-1-(5-fluoro-2-methoxy-4-(3,3,3-trifluoropropyl)phenyl)-2-oxo-N-(pyridazin-3-yl)-1,2-dihydroquinoline-6-sulfonamide

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran; dimethyl sulfoxide for 0.25h; Cooling with ice;	84%

: 5469-70-5
3-aminopyridazine

: 6579-54-0
2,6-dichlorobenzenesulfonyl chloride

: 9-chlorobenzo[e]pyridazino[1,6-b][1,2,4]thiadiazine 10,10-dioxide

Conditions

Conditions	Yield
Stage #1: 3-aminopyridazine; 2,6-dichlorobenzenesulfonyl chloride With potassium carbonate In acetonitrile at 20℃; for 10h; Stage #2: With copper(l) iodide In acetonitrile at 80℃; for 3h; Ullmann Condensation; chemoselective reaction;	84%

: 5469-70-5
3-aminopyridazine

: 40398-01-4
2-chloro-6-methylphenyl isocyanate

: 1-(2-Chloro-6-methyl-phenyl)-3-pyridazin-3-yl-urea

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide 1) 0 deg C to r.t., 2) r.t., 3 h;	83%

: 5469-70-5
3-aminopyridazine

: 71344-17-7
[1,2,4]Oxadiazolo[2,3-b]pyridazine-2-thione

: 71344-18-8
1,3-di(3-pyridazinyl)urea

Conditions

Conditions	Yield
In dimethyl sulfoxide at 80 - 90℃; for 2h;	82%

: 5469-70-5
3-aminopyridazine

: 82417-45-6
dichlorobenzenesulfonyl chloride

: 6-chlorobenzo[e]pyridazino[1,6-b][1,2,4]thiadiazine 10,10-dioxide

Conditions

Conditions	Yield
Stage #1: 3-aminopyridazine; dichlorobenzenesulfonyl chloride With potassium carbonate In acetonitrile at 20℃; for 10h; Stage #2: With copper(l) iodide In acetonitrile at 80℃; for 3h; Ullmann Condensation; chemoselective reaction;	82%

: 5469-70-5
3-aminopyridazine

: 13534-89-9
2,3-dibromopyridine

: N-(3-bromopyridin-2-yl)pyridazin-3-amine

Conditions

Conditions	Yield
With tris(dibenzylideneacetone)dipalladium (0); caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,2-dimethoxyethane for 7h; Heating;	81%

: 5469-70-5
3-aminopyridazine

: 1186234-54-7
3-(5-bromo-pyridin-2-yloxy)-azetidine-1-carboxylic acid 4-nitro-phenyl ester

: 1186234-62-7
3-(5-bromo-pyridin-2-yloxy)-azetidine-1-carboxylic acid pyridazin-3-ylamide

Conditions

Conditions	Yield
Stage #1: 3-aminopyridazine With sodium hydride In N,N-dimethyl-formamide; mineral oil Inert atmosphere; Cooling with ice; Stage #2: 3-(5-bromo-pyridin-2-yloxy)-azetidine-1-carboxylic acid 4-nitro-phenyl ester In N,N-dimethyl-formamide; mineral oil at 20℃; Inert atmosphere; Cooling with ice;	80%

: 5469-70-5
3-aminopyridazine

: 32111-21-0
2-iodopyrazine

: C8H7N5

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane at 90℃; for 3h; Inert atmosphere;	80%
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane at 90℃; for 3h; Inert atmosphere;	80%
Stage #1: 3-aminopyridazine; 2-iodopyrazine With caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane for 0.166667h; Inert atmosphere; Stage #2: With tris-(dibenzylideneacetone)dipalladium(0) In 1,4-dioxane at 90℃; for 3h;	80%

: 5469-70-5
3-aminopyridazine

: 2-chloro-3-(2-(methylthio)benzo[d]thiazol-6-yl)propanal

: 6-(imidazo[1,2-b]pyridazin-3-ylmethyl)-2-(methylthio)benzo[d]thiazole

Conditions

Conditions	Yield
In butan-1-ol for 15h; Reflux;	80%

: 5469-70-5
3-aminopyridazine

: 3140-73-6
2-chloro-4,6-dimethoxy-1 ,3,5-triazine

: 1398752-89-0
(3S)-2-[(2R)-2-({formyl[(phenylmethyl)oxy]amino}methyl)heptanoyl]-1-{[(phenylmethyl)oxy]carbonyl}-3-pyrazolidinecarboxylic acid

: 1398753-00-8
Phenylmethyl (3S)-2-[(2R)-2-({formyl[(phenylmethyl)oxy]amino}methyl)heptanoyl]-3-[(3-pyridazinylamino)carbonyl]-1-pyrazolidinecarboxylate

Conditions

Conditions	Yield
With 4-methyl-morpholine In acetonitrile	79%

...Expand

: 5469-70-5
3-aminopyridazine

: C21H25FO3

: 3-((13S,15R)-3-fluoro-13-methyl-17-oxo-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-15-yl)-N-(pyridazin-3-yl)propanamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 50℃; for 3.5h;	79%
With pyridine; triphenylphosphine In dichloromethane; ethyl acetate at 20℃; Inert atmosphere;

Pyridazin-3-amine Chemical Properties

Molecular Structure:

Molecular Formula: C₄H₅N₃
Molecular Weight: 95.1026
IUPAC Name: Pyridazin-3-amine
Synonyms of Pyridazin-3-amine (CAS NO.5469-70-5): 3-Aminopyridazine ; 3-Pyridazinamine ; 3-Amino-1,2-diazine ; 3-Aminopyridazine 97% ; 2-Aminopyridazine;3-aminopyridazine,98.0+%(GC)(T) ; Pyridazin-3-ylamine
CAS NO: 5469-70-5
Product Categories: Amines ; Pyrazines, Pyrimidines & Pyridazines ; Pyrazines, Pyrimidines & Pyridazines
Melting point: 171 °C
Index of Refraction: 1.598
Molar Refractivity: 26.67 cm³
Molar Volume: 78.1 cm³
Surface Tension: 64.3 dyne/cm
Density: 1.216 g/cm³
Flash Point: 177.3 °C
Enthalpy of Vaporization: 56.84 kJ/mol
Boiling Point: 326.2 °C at 760 mmHg
Vapour Pressure: 0.000219 mmHg at 25°C

Pyridazin-3-amine Uses

Pyridazin-3-amine (CAS NO.5469-70-5) is used as a pharmaceutical Intermediate.

Pyridazin-3-amine Safety Profile

Safety Information of Pyridazin-3-amine (CAS NO.5469-70-5):
Hazard Codes: Xi
Hazard Note: Irritant
HazardClass: IRRITANT

Product Name

Pyridazin-3-amine

Synthetic route

Pyridazin-3-amine Chemical Properties

Pyridazin-3-amine Uses

Pyridazin-3-amine Safety Profile

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