3,4,6-Trichloropyridazine supplier

Name
3,4,6-Trichloropyridazine
EINECS 629-902-8
CAS No. 6082-66-2
Article Data31
CAS DataBase
Density 1.642 g/cm³
Solubility
Melting Point 55.0 to 59.0 °C
Formula C₄HCl₃N₂
Boiling Point 315.521 °C at 760 mmHg
Molecular Weight 183.424
Flash Point 173.901 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms T6NNJ CG DG FG;NSC 19451;NSC 51080;
PSA 25.78000
LogP 2.43680

Synthetic route

: 15456-86-7
4-bromo-1,2-dihydropyridazine-3,6-dione

: 6082-66-2
3,4,6-trichloropyridazine

Conditions

Conditions	Yield
With trichlorophosphate at 110℃; for 5h;	92%
With trichlorophosphate at 100℃; for 3h;	86%
With trichlorophosphate for 4h; Heating;	84%

: 5926-51-2
bromomaleic anhydride

: 6082-66-2
3,4,6-trichloropyridazine

Conditions

Conditions	Yield
Stage #1: bromomaleic anhydride With hydrazine In water for 4h; Reflux; Stage #2: With trichlorophosphate for 3.5h; Reflux;	87%

: 15456-86-7
4-Brom-pyridazin-3,6-diol

: 6082-66-2
3,4,6-trichloropyridazine

Conditions

Conditions	Yield
With trichlorophosphate Reflux;	82%

: 141-30-0
3,6-dichlorpyridazine

: 6082-66-2
3,4,6-trichloropyridazine

Conditions

Conditions	Yield
With chlorine; aluminum (III) chloride at 120℃; for 3h; Neat (no solvent);	55%
With aluminum (III) chloride; chlorine at 140℃; for 4h;
With chlorine; aluminium trichloride
With aluminum (III) chloride; chlorine at 140℃; for 4h;	44.1 g

: 5397-64-8
4-chloro-1,2-dihydro-pyridazine-3,6-dione

: 6082-66-2
3,4,6-trichloropyridazine

Conditions

Conditions	Yield
With trichlorophosphate
With trichlorophosphate; phosphorus trichloride
With trichlorophosphate for 10h; Heating / reflux;
With trichlorophosphate

: 15456-86-7
4-bromo-1,2-dihydropyridazine-3,6-dione

A: 6082-66-2
3,4,6-trichloropyridazine

B: 10344-42-0
4-bromo-3,6-dichloro-pyridazine

Conditions

Conditions	Yield
With trichlorophosphate for 3.5h; Heating / reflux;

: 15456-86-7
4-bromo-1,2-dihydropyridazine-3,6-dione

A: 6082-66-2
3,4,6-trichloropyridazine

B: C4H5BrCl2N2

Conditions

Conditions	Yield
Stage #1: 4-bromo-1,2-dihydropyridazine-3,6-dione With trichlorophosphate for 3.5h; Heating / reflux; Stage #2: With sodium hydrogencarbonate In water

: 15456-86-7
4-bromo-1,2-dihydropyridazine-3,6-dione

A: 6082-66-2
3,4,6-trichloropyridazine

B: 1003944-29-3
C4HBrCl2N2

C: 10344-42-0
4-bromo-3,6-dichloro-pyridazine

Conditions

Conditions	Yield
With trichlorophosphate for 3.5h; Heating / reflux;

...Expand

: 30480-35-4
pyridazine-3,4,6-triol

: 6082-66-2
3,4,6-trichloropyridazine

Conditions

Conditions	Yield
With trichlorophosphate at 100℃;

: 6082-66-2
3,4,6-trichloropyridazine

: 2516-33-8
Cyclopropylmethanol

: 3,6-dichloro-4-(cyclopropylmethoxy)pyridazine

Conditions

Conditions	Yield
Stage #1: Cyclopropylmethanol With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: 3,4,6-trichloropyridazine In tetrahydrofuran at 0 - 20℃; for 1h;	100%

: 6082-66-2
3,4,6-trichloropyridazine

: 823-58-5
3,6-dichloropyridazin-4-amine

Conditions

Conditions	Yield
With ammonia In 1,4-dioxane Reflux;	97%
With ammonium hydroxide In 1,4-dioxane at 90℃; for 12h; regioselective reaction;	86%
With ammonium hydroxide In water at 75℃; for 16h;	76%

: 6082-66-2
3,4,6-trichloropyridazine

: 2393-23-9
4-methoxy-benzylamine

: 3,6-dichloro-N-[(4-methoxyphenyl)methyl]pyridazin-4-amine

Conditions

Conditions	Yield
In tetrahydrofuran at 50℃; for 0.5h;	97%
In isopropyl alcohol at 120℃; for 0.666667h; Microwave irradiation; Sealed tube; regioselective reaction;	87%
In tetrahydrofuran at 50℃; for 2h; Sealed tube;	62%
With potassium carbonate In acetonitrile at 95℃; for 4h; Inert atmosphere;

: 6082-66-2
3,4,6-trichloropyridazine

: 57260-71-6
1-t-Butoxycarbonylpiperazine

: tert-Butyl 4-(3,6-dichloropyridazin-4-yl)piperazine-1-carboxylate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃;	94%

: 6082-66-2
3,4,6-trichloropyridazine

: 124-41-4
sodium methylate

: 70952-62-4
3,6-dichloro-4-methoxy-1,2-dihydropyridazine

Conditions

Conditions	Yield
In methanol at 20℃; for 1h;	94%

: 6082-66-2
3,4,6-trichloropyridazine

: 74-89-5
methylamine

: 17645-06-6
3,6-dichloro-N-methyl-pyridazin-4-amine

Conditions

Conditions	Yield
In tetrahydrofuran at 50℃; for 2h; Sealed tube;	93.7%
In 1,4-dioxane; water at 20℃; for 0.166667h; regioselective reaction;	88%
In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;
In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;

: 6082-66-2
3,4,6-trichloropyridazine

: 124-40-3
dimethyl amine

: 17258-35-4
3,6-dichloro-N,N-dimethylpyridazin-4-amine

Conditions

Conditions	Yield
In 1,4-dioxane; water at 0℃; for 0.166667h; regioselective reaction;	93%

: 6082-66-2
3,4,6-trichloropyridazine

: 765-30-0
Cyclopropylamine

: 3,6-dichloro-N-cyclopropylpyridazin-4-amine

Conditions

Conditions	Yield
In tetrahydrofuran at 50℃; for 3h; Sealed tube;	91.1%
In tetrahydrofuran at 50℃; for 3h;	89%

: 6082-66-2
3,4,6-trichloropyridazine

: 60-24-2
2-hydroxyethanethiol

: 943026-17-3
2-[(3,6-dichloro-4-pyridazinyl)thio]ethanol

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 72h;	91%
With triethylamine In tetrahydrofuran at 0 - 20℃; for 70.5833h;	91%
With triethylamine In tetrahydrofuran at 0 - 20℃; for 72.0833h;	91%

: 6082-66-2
3,4,6-trichloropyridazine

: 144-55-8
sodium hydrogencarbonate

: 60-24-2
2-hydroxyethanethiol

: 943026-17-3
2-[(3,6-dichloro-4-pyridazinyl)thio]ethanol

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran	91%

...Expand

: 6082-66-2
3,4,6-trichloropyridazine

: 75-04-7
ethylamine

: 29049-49-8
4-ethylamino-3,6-dichloropyridazine

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran; acetonitrile at 0 - 20℃; for 16h; Inert atmosphere;	91%
In water for 2h;

: 6082-66-2
3,4,6-trichloropyridazine

: 100-46-9
benzylamine

: N-benzyl-3,6-dichloropyridazin-4-amine

Conditions

Conditions	Yield
In isopropyl alcohol at 120℃; for 0.666667h; Microwave irradiation; Sealed tube; regioselective reaction;	90%

: 6082-66-2
3,4,6-trichloropyridazine

: 2038-57-5
3-Phenylpropan-1-amine

: 3,6-dichloro-N-(3-phenylpropyl)pyridazin-4-amine

Conditions

Conditions	Yield
In isopropyl alcohol at 120℃; for 0.333333h; Microwave irradiation; Sealed tube; regioselective reaction;	89%

: 19816-92-3
3,3-dimethyl azetidine

: 6082-66-2
3,4,6-trichloropyridazine

: 3,6-dichloro-4-(3,3-dimethylazetidin-1-yl)pyridazine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 40℃; for 3h;	88.15%

: 6082-66-2
3,4,6-trichloropyridazine

: 349-88-2
4-Fluorobenzenesulfonyl chloride

: 1162681-01-7
N-(3,6-dichloropyridazin-4-yl)-4-fluorobenzenesulfonamide

Conditions

Conditions	Yield
Stage #1: 3,4,6-trichloropyridazine With sodium hexamethyldisilazane In tetrahydrofuran at 0℃; for 0.5h; Stage #2: 4-Fluorobenzenesulfonyl chloride In tetrahydrofuran at 0℃; for 1h; Stage #3: With water; ammonium chloride In tetrahydrofuran	86.7%

: 6082-66-2
3,4,6-trichloropyridazine

: 897732-75-1
2-methyl-6-(methylsulfonyl)pyridin-3-amine

: 1236355-11-5
3,6-dichloro-N-(2-methyl-6-(methylsulfonyl)pyridin-3-yl)pyridazin-4-amine

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 20℃; for 16h;	84%

: 6082-66-2
3,4,6-trichloropyridazine

: 10344-42-0
4-bromo-3,6-dichloro-pyridazine

: 17284-80-9
2-[(3,6-dichloropyridazin-4-yl)oxy]ethan-1-ol

Conditions

Conditions	Yield
Stage #1: ethylene glycol With sodium hydride In tetrahydrofuran at 0℃; for 0.666667h; Stage #2: 3,4,6-trichloropyridazine; 4-bromo-3,6-dichloro-pyridazine In tetrahydrofuran at 0 - 20℃;	83%

: 6082-66-2
3,4,6-trichloropyridazine

: 17284-80-9
2-[(3,6-dichloropyridazin-4-yl)oxy]ethan-1-ol

Conditions

Conditions	Yield
Stage #1: ethylene glycol With sodium hydride In tetrahydrofuran at 0℃; for 0.666667h; Stage #2: 3,4,6-trichloropyridazine In tetrahydrofuran at 0 - 20℃;	83%
Stage #1: ethylene glycol With sodium hydride In tetrahydrofuran at 0℃; for 0.666667h; Stage #2: 3,4,6-trichloropyridazine In tetrahydrofuran at 0 - 20℃;
Stage #1: ethylene glycol With sodium hydride In tetrahydrofuran at 0℃; for 0.666667h; Stage #2: 3,4,6-trichloropyridazine In tetrahydrofuran at 0 - 20℃;

: 6082-66-2
3,4,6-trichloropyridazine

: 107-21-1
ethylene glycol

: 17284-80-9
2-[(3,6-dichloropyridazin-4-yl)oxy]ethan-1-ol

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 0 - 20℃;	83%
Stage #1: ethylene glycol With sodium hydride In tetrahydrofuran at 0℃; for 0.666667h; Stage #2: 3,4,6-trichloropyridazine In tetrahydrofuran at 0 - 20℃;	83%
Stage #1: ethylene glycol With sodium hydride In tetrahydrofuran at 0℃; for 0.666667h; Stage #2: 3,4,6-trichloropyridazine In tetrahydrofuran at 0 - 20℃;	83%

: 175277-74-4
(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

: 6082-66-2
3,4,6-trichloropyridazine

: C11H6Cl3F3N4

Conditions

Conditions	Yield
With triethylamine In methanol at 20℃;	82.2%

: 6082-66-2
3,4,6-trichloropyridazine

: 107-18-6
allyl alcohol

: 1417848-60-2
3,4,6-trichloropyridazine

Conditions

Conditions	Yield
With caesium carbonate In acetonitrile at 20 - 65℃;	80%
With sodium hydride

: 6082-66-2
3,4,6-trichloropyridazine

: 91-00-9
Benzhydrylamine

: N-benzhydryl-3,6-dichloropyridazin-4-amine

Conditions

Conditions	Yield
In isopropyl alcohol at 130℃; for 12h; Microwave irradiation; Sealed tube; regioselective reaction;	80%

: 6082-66-2
3,4,6-trichloropyridazine

: 120-80-9
benzene-1,2-diol

: 3-chlorobenzo[5,6][1,4]dioxino[2,3-c]pyridazine

Conditions

Conditions	Yield
Stage #1: benzene-1,2-diol With sodium hydride In 1,2-dimethoxyethane at 0℃; for 0.5h; Stage #2: 3,4,6-trichloropyridazine In 1,2-dimethoxyethane for 2h; Reflux;	80%

: 6082-66-2
3,4,6-trichloropyridazine

: 144222-22-0
tert-butyl 4-(aminomethyl)piperidine-1-carboxylate

: tert-butyl 4-(((3,6-dichloropyridazin-4-yl)amino)methyl)piperidine-1-carboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃;	79%
In tetrahydrofuran at 100℃;	26%

: 6457-49-4
4-piperidinemethanol

: 6082-66-2
3,4,6-trichloropyridazine

: 1349874-35-6
[1-(3,6-dichloropyridazin-4-yl)piperidin-4-yl]methanol

Conditions

Conditions	Yield
With triethylamine In dimethyl sulfoxide at 100℃;	75.99%

: 103-76-4
1-(2-hydroxyethyl)piperazine

: 6082-66-2
3,4,6-trichloropyridazine

: 921769-61-1
2-(4-(3,6-dichloropyridazin-4-yl)piperazin-1-yl)ethanol

Conditions

Conditions	Yield
With sodium carbonate In N,N-dimethyl acetamide at 20℃; for 12h; Inert atmosphere;	73.6%
With sodium carbonate In N,N-dimethyl acetamide at 20℃;	73.6%

: 6082-66-2
3,4,6-trichloropyridazine

: 42302-19-2
2-(thiomorpholino)ethanethiol

: 3,6-dichloro-4-[2-(4-thiomorpholino)ethanesulfanyl]pyridazine

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 20h; Heating;	72%

3,4,6-Trichloropyridazine Specification

The 3,4,6-Trichloropyridazine, with the CAS registry number 6082-66-2, is also known as Pyridazine, 3,4,6-trichloro-. This chemical's molecular formula is C₄HCl₃N₂ and molecular weight is 183.42. What's more, its IUPAC name is the same with product name.

Physical properties about 3,4,6-Trichloropyridazine are: (1)ACD/LogP: 1.359; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.36; (4)ACD/LogD (pH 7.4): 1.36; (5)ACD/BCF (pH 5.5): 6.35; (6)ACD/BCF (pH 7.4): 6.35; (7)ACD/KOC (pH 5.5): 130.74; (8)ACD/KOC (pH 7.4): 130.74; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 25.78 Å²; (13)Index of Refraction: 1.579; (14)Molar Refractivity: 37.12 cm³; (15)Molar Volume: 111.733 cm³; (16)Surface Tension: 54.21 dyne/cm; (17)Density: 1.642 g/cm³; (18)Flash Point: 173.901 °C; (19)Enthalpy of Vaporization: 53.459 kJ/mol; (20)Boiling Point: 315.521 °C at 760 mmHg; (21)Vapour Pressure: 0.0010 mmHg at 25 °C.

Preparation of 3,4,6-Trichloropyridazine: this chemical can be prepared by 4-Bromo-1,2-dihydro-pyridazine-3,6-dione. The reaction occurs with reagent POCl₃ and other condition of heating for 4 hours. The yield is 84 %.

3,4,6-Trichloropyridazine can be prepared by 4-Bromo-1,2-dihydro-pyridazine-3,6-dione.

Uses of 3,4,6-Trichloropyridazine: it is used to produce other chemicals. For example, it can react with 4,5-Dimethyl-benzene-1,2-diamine to get N-(3,6-Dichloro-pyridazin-4-yl)-4,5-dimethyl-benzene-1,2-diamine. This reaction needs reagent anhydrous sodium acetate and solvent ethanol. The yield is 55 %.

3,4,6-Trichloropyridazine can react with 4,5-Dimethyl-benzene-1,2-diamine to get N-(3,6-Dichloro-pyridazin-4-yl)-4,5-dimethyl-benzene-1,2-diamine.

You can still convert the following datas into molecular structure:
(1) SMILES: Clc1nnc(Cl)cc1Cl
(2) InChI: InChI=1S/C4HCl3N2/c5-2-1-3(6)8-9-4(2)7/h1H
(3) InChIKey: LJDQXQOPXOLCHL-UHFFFAOYSA-N

Product Name

3,4,6-Trichloropyridazine

Synthetic route

3,4,6-Trichloropyridazine Specification

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