60170-83-4

Basic information

• Product Name: 3-PYRIDAZINECARBALDEHYDE,97%
• Synonyms: 3-PYRIDAZINECARBALDEHYDE,97%;3-Pyridazinecarbaldehyde;3-Pyridazinecarboxaldehyde (6CI, 9CI);pyridazine-3-carbaldehyde;3-Pyridazinecarboxaldehyde;Pyridazine-3 carboxaldehyde
• CAS NO: 60170-83-4
• Molecular Formula: C₅H₄N₂O
• Molecular Weight: 108.09806
• Product Categories: ALDEHYDE
• Mol File: 60170-83-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 47 °C
• Boiling Point: 300.361 °C at 760 mmHg
• Flash Point: 139.901 °C
• Appearance: /
• Density: 1.235 g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.581
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• PKA: 1.02±0.10(Predicted)
• CAS DataBase Reference: 3-PYRIDAZINECARBALDEHYDE,97%(CAS DataBase Reference)
• NIST Chemistry Reference: 3-PYRIDAZINECARBALDEHYDE,97%(60170-83-4)
• EPA Substance Registry System: 3-PYRIDAZINECARBALDEHYDE,97%(60170-83-4)

Safety Data

• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g
• Hazardous Substances Data: 60170-83-4(Hazardous Substances Data)

Usage

General Description

3-Pyridazinecarbaldehyde, also known as 3-pyridazinaldehyde, is a chemical with a purity of 97%. It is a heterocyclic organic compound and is commonly used in the synthesis of pharmaceuticals and agrochemicals. This chemical is known for its role as a versatile building block in a wide range of chemical reactions and organic synthesis. It is also used in the production of various fine chemicals and is known for its high quality and purity, making it suitable for use in research and industrial applications.

InChI:InChI=1/C5H4N2O/c8-4-5-2-1-3-6-7-5/h1-4H

Synthetic route

3-(2-phenylethenyl)pyridazine (1135-31-5) → pyridazine-3 carboxaldehyde (60170-83-4)

Conditions	Yield
With sodium periodate; osmium(VIII) oxide In water; acetone; tert-butyl alcohol at 20℃; for 48h;	81%

3-hydroxymethylpyridazine (37444-46-5) → pyridazine-3 carboxaldehyde (60170-83-4)

Conditions	Yield
With selenium(IV) oxide In 1,4-dioxane for 2h; Heating;	52%
With manganese(IV) oxide In 1,2-dichloro-ethane at 70℃; for 4h;

pyridazine-3 carboxaldehyde (60170-83-4) + 4-methylthiosemicarbazide (6610-29-3) → C7H9N5S (142564-65-6)

Conditions	Yield
In methanol Heating;	95%

pyridazine-3 carboxaldehyde (60170-83-4) + 4-(2-pyridylmethyl)thiosemicarbazide (142564-64-5) → C12H12N6S (142564-67-8)

Conditions	Yield
In methanol Heating;	94%

pyridazine-3 carboxaldehyde (60170-83-4) → pyridazine-3-carbaldehyde oxime (52348-44-4)

Conditions	Yield
With hydroxylamine hydrochloride; potassium carbonate In ethanol; water standing overnight in refrigerator;	89%
With hydroxylamine hydrochloride; potassium carbonate In ethanol at 80℃; for 2h;	52%

(E)-(2-nitrovinyl)cyclohexane (50598-92-0, 132839-80-6) + pyridazine-3 carboxaldehyde (60170-83-4) → (S)-2-cyclohexyl-3-nitro-1-(pyridazin-3-yl)propan-1-one (1175052-24-0)

Conditions	Yield
With (5R,7R)-7-fluoro-5-isopropyl-2-(perfluorophenyl)-6,7-dihydro-5H-pyrrolo[2,1c][1,2,4]triazol-2-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In methanol at 0℃; Stetter reaction; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	88%

(E)-methyl 3-cyanoacrylate (925-56-4) + pyridazine-3 carboxaldehyde (60170-83-4) → Methyl 3-(3-Pyridazinyl)-2-cyanoacrylate (130823-22-2)

Conditions	Yield
triethylamine In methanol 50-60 deg C, 30 seconds, then r.t., 2h;	87%

azepane-1-carbothioic acid hydrazide (6507-37-5) + pyridazine-3 carboxaldehyde (60170-83-4) → Azepane-1-carbothioic acid [1-pyridazin-3-yl-meth-(E)-ylidene]-hydrazide

Conditions	Yield
With acetic acid In methanol for 2h; Heating;	86%

pyrrolidine-1-carbothioic acid hydrazide (6499-14-5) + pyridazine-3 carboxaldehyde (60170-83-4) → Pyrrolidine-1-carbothioic acid [1-pyridazin-3-yl-meth-(E)-ylidene]-hydrazide

Conditions	Yield
With acetic acid In methanol for 2h; Heating;	86%

piperidine-1-carbothioic acid hydrazide (21198-50-5) + pyridazine-3 carboxaldehyde (60170-83-4) → Piperidine-1-carbothioic acid [1-pyridazin-3-yl-meth-(E)-ylidene]-hydrazide

Conditions	Yield
With acetic acid In methanol for 2h; Heating;	85%

hydrazinecarbodithioic acid methyl ester (5397-03-5) + pyridazine-3 carboxaldehyde (60170-83-4) → N'-[1-Pyridazin-3-yl-meth-(E)-ylidene]-hydrazinecarbodithioic acid methyl ester

Conditions	Yield
In isopropyl alcohol at 65 - 70℃; for 1h;	85%

1,1,1,3,3,3-hexafluoropropan-2-yl 2,8-diazaspiro[4.5]decane-8-carboxylate + pyridazine-3 carboxaldehyde (60170-83-4) → 1,1,1,3,3,3-hexafluoropropan-2-yl 2-(pyridazin-3-ylmethyl)-2,8-diazaspiro[4.5]decane-8-carboxylate

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 1h;	79%

4-allyl-3-thiosemicarbazide (3766-55-0) + pyridazine-3 carboxaldehyde (60170-83-4) → C9H11N5S (142564-66-7)

Conditions	Yield
In methanol Heating;	74%

(S)-{cyclopropyl[4-(difluoromethoxy)phenyl]methyl}amine (1213315-68-4) + pyridazine-3 carboxaldehyde (60170-83-4) → [(R)-cyclopropyl-(4-difluoromethoxyphenyl)methyl]pyridazin-3-ylmethylarnine (1414778-35-0)

Conditions	Yield
Stage #1: (S)-{cyclopropyl[4-(difluoromethoxy)phenyl]methyl}amine; pyridazine-3 carboxaldehyde With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20 - 35℃; Inert atmosphere; Stage #2: With potassium carbonate In water; 1,2-dichloro-ethane	73%

3-azabicyclo<3.2.2>nonane-3-thiocarboxylic acid hydrazide (95836-54-7) + pyridazine-3 carboxaldehyde (60170-83-4) → 3-Aza-bicyclo[3.2.2]nonane-3-carbothioic acid [1-pyridazin-3-yl-meth-(E)-ylidene]-hydrazide

Conditions	Yield
With acetic acid In methanol for 2h; Heating;	72%

C12H10ClF3IN3O5S + pyridazine-3 carboxaldehyde (60170-83-4) → (6-chloropyridin-3-yl)(pyridazin-3-yl)methanone (1426083-00-2)

Conditions	Yield
With 2-pentafluorophenyl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; dmap; water In dichloromethane at -40℃; for 16h; Inert atmosphere;	63%

1H-indene-1,3(2H)-dione (606-23-5) + pyridazine-3 carboxaldehyde (60170-83-4) → 2-[(1,3-Dihydroxy-inden-2-ylidene)-pyridazin-3-yl-methyl]-3-hydroxy-inden-1-one

Conditions	Yield
With piperidine In methanol for 1.5h; Heating;	62%

4,4-dimethylthiosemicarbazide (6926-58-5) + pyridazine-3 carboxaldehyde (60170-83-4) → C8H11N5S (142564-68-9)

Conditions	Yield
In methanol Heating;	60%

pyridazine-3 carboxaldehyde (60170-83-4) + (triphenylphosphoranylidene)acetaldehyde (2136-75-6) → 3-(3-Pirydazinyl)-propenal (81398-14-3)

Conditions	Yield
In benzene at 5℃; for 2h;	59%

Methyl diethylphosphonoacetate (1067-74-9) + pyridazine-3 carboxaldehyde (60170-83-4) → (E)-3-pyridazin-3-yl-acrylic acid methyl ester

Conditions	Yield
Stage #1: Methyl diethylphosphonoacetate With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h; Inert atmosphere; Stage #2: pyridazine-3 carboxaldehyde In tetrahydrofuran; mineral oil at 0℃; for 1.5h;	57%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + pyridazine-3 carboxaldehyde (60170-83-4) → ethyl (E)-3-(pyridazin-3-yl)acrylate (130823-25-5)

Conditions	Yield
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h; Stage #2: pyridazine-3 carboxaldehyde In tetrahydrofuran; mineral oil at 0 - 20℃; for 1h;	50.97%
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h; Stage #2: pyridazine-3 carboxaldehyde In tetrahydrofuran; mineral oil at 20℃; for 1h;	50.97%
With sodium hydride; N,N-dimethyl-formamide at 60℃; for 4h;	44%

acetoacetic acid methyl ester (105-45-3) + pyridazine-3 carboxaldehyde (60170-83-4) → Dimethyl 2,6-Dimethyl-4-(3-pyridazinyl)-1,4-dihydropyridine-3,5-dicarboxylate (130823-27-7)

Conditions	Yield
With ammonium hydroxide In methanol for 1h; Heating;	49%

pyridazine-3 carboxaldehyde (60170-83-4) + malonic acid dimethyl ester (108-59-8) → Dimethyl malonate (130823-24-4)

Conditions	Yield
diethylamine In methanol at -10℃; for 5h;	45%

1-(2-hydroxyethyl)piperazine (103-76-4) + 2-thioxo-4-thiazolidinone (141-84-4) + pyridazine-3 carboxaldehyde (60170-83-4) → C14H17N5O2S

Conditions	Yield
With acetic acid In methanol for 4h; Reflux; Inert atmosphere;	37.1%

pyridazine-3 carboxaldehyde (60170-83-4) + malonic acid dimethyl ester (108-59-8) → Dimethyl (3-Pyridazinylmethylene)malonate (130823-23-3)

Conditions	Yield
diethylamine In dichloromethane for 10h; Ambient temperature;	30%

isopropyl acetoacetate (542-08-5) + pyridazine-3 carboxaldehyde (60170-83-4) → Diisopropyl 2,6-Dimethyl-4-(3-pyridazinyl)-1,4-dihydropyridine-3,5-dicarboxylate (130823-31-3)

Conditions	Yield
With ammonium hydroxide In methanol for 12h; Heating;	28%

malonic acid (141-82-2) + pyridazine-3 carboxaldehyde (60170-83-4) → (E)-3-(pyridazin-3-yl)acrylic acid (123530-64-3)

Conditions	Yield
With pyridine at 80℃; for 2h;	27%

C11H10F3IN2O5S + pyridazine-3 carboxaldehyde (60170-83-4) → ethyl 5-(pyridazin-3-yl)-1,3,4-oxadiazole-2-carboxylate

Conditions

Yield

Stage #1: C11H10F3IN2O5S; pyridazine-3 carboxaldehyde With 2-pentafluorophenyl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; tert-butyl alcohol In 1,2-dichloro-ethane at 0℃; for 0.0833333h; Schlenk technique; Sealed tube; Inert atmosphere; Stage #2: With N,N,N,N,-tetramethylethylenediamine In 1,2-dichloro-ethane at 0℃; for 10h; Schlenk technique; Sealed tube; Inert atmosphere;

26%

ethyl acetoacetate (141-97-9) + pyridazine-3 carboxaldehyde (60170-83-4) → Diethyl 2,6-Dimethyl-4-(3-pyridazinyl)-1,4-dihydropyridine-3,5-dicarboxylate (130823-30-2)

Conditions	Yield
With ammonium hydroxide In methanol for 1h; Heating;	22%

ethyl aminocrotonate (626-34-6, 7318-00-5, 41867-20-3) + acetoacetic acid methyl ester (105-45-3) + pyridazine-3 carboxaldehyde (60170-83-4) → Ethyl Methyl 2,6-Dimethyl-4-(3-pyridazinyl)-1,4-dihydropyridine-3,5-dicarboxylate (130823-32-4)

Conditions	Yield
1) EtOH, reflux, 10 min, 2) EtOH, reflux, 2.5h; Yield given. Multistep reaction;

Upstream product

• 1135-31-5 3-(2-phenylethenyl)pyridazine 
• 37444-46-5 3-hydroxymethylpyridazine 

Downstream Products

• 1414775-40-8 (1R,2R)-2-(4-fluorophenyl)cyclopropanecarboxylic acid [(R)-cyclopropyl-(4-difluoromethoxyphenyl)methyl]pyridazin-3-ylmethylamide 
• 123530-64-3 (E)-3-(pyridazin-3-yl)acrylic acid 
• 1414778-35-0 [(R)-cyclopropyl-(4-difluoromethoxyphenyl)methyl]pyridazin-3-ylmethylarnine 
• 1175052-24-0 (S)-2-cyclohexyl-3-nitro-1-(pyridazin-3-yl)propan-1-one 

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