28682-70-4

Basic information

• Product Name: 4,5-Pyridazinediamine(9CI)
• Synonyms: 4,5-Pyridazinediamine(9CI);4,5-Diamino-pyridazine;4,5-PyridazinediaMine;pyridazine-4,5-diaMine
• CAS NO: 28682-70-4
• Molecular Formula: C₄H₆N₄
• Molecular Weight: 110.1172
• Product Categories: VARIOUSAMINE
• Mol File: 28682-70-4.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 412.47 °C at 760 mmHg
• Flash Point: 232.469 °C
• Appearance: /
• Density: 1.369 g/cm³
• Storage Temp.: 2-8°C(protect from light)
• PKA: 8.20±0.10(Predicted)
• CAS DataBase Reference: 4,5-Pyridazinediamine(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-Pyridazinediamine(9CI)(28682-70-4)
• EPA Substance Registry System: 4,5-Pyridazinediamine(9CI)(28682-70-4)

Safety Data

• Hazardous Substances Data: 28682-70-4(Hazardous Substances Data)

Usage

Description

4,5-Pyridazinediamine(9CI) is an organic compound with the chemical formula C4H6N4. It is a heterocyclic compound, specifically a pyridazine derivative, and is known for its potential applications in the pharmaceutical industry due to its unique chemical structure and reactivity.

Uses

Used in Pharmaceutical Synthesis:
4,5-Pyridazinediamine(9CI) is used as a reagent for the synthesis of various pharmaceuticals. Its aminated structure allows for the creation of a wide range of compounds with potential therapeutic applications.

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 25, p. 831, 1988 DOI: 10.1002/jhet.5570250326

Synthetic route

5-amino-4-nitropyridazine (118617-12-2) → pyridazine-4,5-diamine (28682-70-4)

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol for 0.5h;	57%

4-amino-3,6-dichloro-5-nitropyridazine (28682-68-0) → pyridazine-4,5-diamine (28682-70-4)

Conditions	Yield
Stage #1: 4-amino-3,6-dichloro-5-nitropyridazine With 5%-palladium/activated carbon; hydrogen In methanol at 25℃; under 2585.81 Torr; Stage #2: With potassium carbonate In methanol; dichloromethane at 20℃;	9 g

3,6-bis[4-(diphenylamino)phenyl]-9,10-phenanthrenequinone (1415100-79-6) + pyridazine-4,5-diamine (28682-70-4) → C54H36N6

Conditions	Yield
With acetic acid Reflux;	82%

benzoic acid (65-85-0) + pyridazine-4,5-diamine (28682-70-4) → 2-phenyl-1H-imidazo[4,5-d]pyridazine (1081-28-3)

Conditions	Yield
With toluene-4-sulfonic acid In ethanol at 25℃; for 18h;	56%

glyoxylic acid ethyl ester (924-44-7) + pyridazine-4,5-diamine (28682-70-4) → pyrazino[2,3-d]pyridazin-2(1H)-one (1620840-34-7)

Conditions	Yield
In ethanol at 80℃;	49.7%

S-methyl-2-methoxy-4-methyl-thiobenzoic acid morpholide + pyridazine-4,5-diamine (28682-70-4) → 2-(2-Methoxy-4-methyl-phenyl)-imidazo[4,5-d]pyridazine hydrochloride

1,1'-carbonyldiimidazole (530-62-1) + pyridazine-4,5-diamine (28682-70-4) → pyrazino[2,3-d]pyridazine-2,3(1H,4H)-dione (1558736-74-5)

Conditions	Yield
In N,N-dimethyl-formamide at 75℃; for 16h;

oxalic acid (144-62-7) + pyridazine-4,5-diamine (28682-70-4) → pyrazino[2,3-d]pyridazine-2,3(1H,4H)-dione hydrochloride

Conditions	Yield
With hydrogenchloride In water for 20h; Reflux;

Upstream product

• 28682-68-0 4-amino-3,6-dichloro-5-nitropyridazine 
• 118617-12-2 5-amino-4-nitropyridazine 

Downstream Products

• 1081-28-3 2-phenyl-1H-imidazo[4,5-d]pyridazine 

Relevant articles and documents

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