1120-95-2|3-Chloropyridazine| Ambeed

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Quality Control of [ 1120-95-2 ] Purity: 95% SDS Specification

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Product Details of [ 1120-95-2 ]

CAS No. :	1120-95-2
Formula :	C₄H₃ClN₂
M.W :	114.53
SMILES Code :	ClC1=NN=CC=C1
MDL No. :	MFCD06801356
InChI Key :	IBWYHNOFSKJKKY-UHFFFAOYSA-N
Pubchem ID :	11274989

Safety of [ 1120-95-2 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H332-H335
Precautionary Statements:	P261-P280-P305+P351+P338

Application In Synthesis of [ 1120-95-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 1120-95-2 ]

[ 1120-95-2 ] Synthesis Path-Downstream 1~35

1
[ 504-30-3 ]
[ 1120-95-2 ]

Yield	Reaction Conditions	Operation in experiment
63%	With trichlorophosphate;	a 3-Chloropyridazine 3-(2H)-Pyridazinone (1 g, 10.4 mmol) was treated with phosphorous oxychloride (10 mL) at 90° C. for 4 H. The mixture was poured into ice (100 g), basified with 50percent NaOH, and extracted with CH2 Cl2 (3*150 mL). The combined organic extracts were dried (MgSO4) and concentrated to give the title compound as a yellow solid (750 mg, 63percent): MS (ES) m/e 115 [M+H]+.
46%		Step A 3-(2H)-pyridazinone (5.0 g, 52.0 mmole) was treated with phosphorous oxychloride (17 ml, 179 mmole) at 85° C. for 4.5 hours. The mixture was poured into 400 g ice/H2O, basified (pH>10) with 50percent NaOH, and extracted with EtOAc (4*). The combined organic layers were washed with brine, dried (MgSO4), and concentrated. The material was run through a Hak-Pak (SiO2, 1:1 hexanes/EtOAc) to give 2.8 g (46percent) of 3-chloropyridazinone.
		Example 130 2-Chloro-N-(1 -hydroxy-cyclohexylmethyl)-5-(pyridazin-3-yloxy)- benzamide130.1 3-Chloro-pyridazineA suspension of 3(2H)-pyridazinone (1 g) in phosphorus oxychloride (0.970 mL) was heated to 80°C for 18h. The reaction mixture was evaporated off and the residue was treated with ice 2M solution of NaOH and extracted with EtOAc. The organic phase was washed with brine, dried over MgS04 and concentrated in vacuo to give 857 mg of the crude titled compound as a purple solid.1H NMR ((CD3)2SO) delta: 9.27 (d, J = 4.7 Hz, 1 H), 7.95 (d, J = 8.7 Hz, 1 H), 7.82 (dd, 4 = 8.7 Hz, J2 = 4.7 Hz, 1 H)

With trichlorophosphate; at 80℃; for 18h;

130.1 3-Chloro-pyridazine A suspension of 3(2H)-pyridazinone (1 g) in phosphorus oxychloride (0.970 mL) was heated to 80° C. for 18 h. The reaction mixture was evaporated off and the residue was treated with ice 2M solution of NaOH and extracted with EtOAc. The organic phase was washed with brine, dried over MgSO4 and concentrated in vacuo to give 857 mg of the crude titled compound as a purple solid. 1H NMR ((CD3)2SO) delta: 9.27 (d, J=4.7 Hz, 1H), 7.95 (d, J=8.7 Hz, 1H), 7.82 (dd, J1=8.7 Hz, J2=4.7 Hz, 1H)

References: [1]Chemistry - A European Journal,2015,vol. 21,p. 7858 - 7865.
[2]Patent: US6159964,2000,A .
[3]Patent: US2005/250713,2005,A1 .Location in patent: Page/Page column 30.
[4]Journal of the American Chemical Society,1945,vol. 67,p. 60.
[5]Patent: WO2012/114268,2012,A1 .Location in patent: Page/Page column 118.
[6]Patent: US2014/73651,2014,A1 .Location in patent: Paragraph 0871; 0872.

2
[ 1120-95-2 ]
[ 124-41-4 ]
[ 19064-65-4 ]

References: [1]Journal of the American Chemical Society,1945,vol. 67,p. 60.

3
[ 1120-95-2 ]
[ 141-52-6 ]
[ 62567-44-6 ]

References: [1]Journal of the American Chemical Society,1945,vol. 67,p. 60.

4
[ 1120-95-2 ]
[ 289-80-5 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium acetate; palladium diacetate; bis(pinacol)diborane; tricyclohexylphosphine; In 1,4-dioxane; at 110℃; for 0.166667h;Inert atmosphere;	General procedure: The Miyaura borylation reactions were carried out as follows: Chloropyrazines (3.0 mmol), B2pin2 (838 mg, 3.3 mmol), Pd(OAc)2 (14 mg, 2 mol percent), PCy3 (34 mg, 4 mol percent) and AcOK (750 mg, 7.5 mmol) was added in a 50 ml three necked flask fitted with a condenser, and dioxane (15 ml) was added at last. Then the reaction mixture was stirred at a preheated oil bath 110 oC under nitrogen atmosphere for 10 min. After complete completion of starting material checked by TLC, the reaction was cooled to room temperature, EtOAc (20 ml) was added. After filtration through Celite ® and concentration under vacuo, the resulting residue was precipitated from n-hexane:Et2O to afford corresponding boronic esters.

References: [1]Chemische Berichte,1909,vol. 42,p. 657.
[2]Tetrahedron Letters,2017,vol. 58,p. 839 - 842.

5
[ 1120-95-2 ]
[ 5469-70-5 ]

References: [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 350 - 361.
[2]Chemische Berichte,1948,vol. 81,p. 1,10.
[3]Journal of the Chemical Society,1948,p. 2191,2194.
[4]Journal of the Chemical Society,1948,p. 2191,2194.

6
[ 1120-95-2 ]
[ 40972-16-5 ]

References: [1]Bulletin de la Societe Chimique de France,1959,p. 1793,1796.

7
[ 1120-95-2 ]
[ 62567-44-6 ]

References: [1]Journal of the American Chemical Society,1945,vol. 67,p. 60.

8
[ 1120-95-2 ]
[ 2947-61-7 ]
[ 81102-51-4 ]