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108596

Sigma-Aldrich

3-Chloro-6-methoxypyridazine

95%

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About This Item

Empirical Formula (Hill Notation):
C5H5ClN2O
CAS Number:
Molecular Weight:
144.56
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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Assay

95%

mp

84-85 °C (lit.)

SMILES string

COc1ccc(Cl)nn1

InChI

1S/C5H5ClN2O/c1-9-5-3-2-4(6)7-8-5/h2-3H,1H3

InChI key

XBJLKXOOHLLTPG-UHFFFAOYSA-N

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D2800000P3800000T0050000
grade

pharmaceutical primary standard

grade

pharmaceutical primary standard

grade

pharmaceutical primary standard

grade

pharmaceutical primary standard

application(s)

pharmaceutical (small molecule)

application(s)

pharmaceutical (small molecule)

application(s)

pharmaceutical (small molecule)

application(s)

pharmaceutical (small molecule)

format

neat

format

neat

format

neat

format

neat

API family

etofylline

API family

diprophylline

API family

proxyphylline

API family

terbutaline

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

General description

3-Chloro-6-methoxypyridazine undergoes regioselective metallation using various lithium alkylamides, temperatures and solvents (THF and ether)[1]. It was lithiated using lithium 2,2,6,6-tetramethylpiperidide during the synthesis of minaprine[1].

Application

3-Chloro-6-methoxypyridazine was used in the preparation of number of α-aryl-α-(pyridazin-3-yl)-acetonitriles[2].

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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    Advances in the directed metallation of azines and diazines (pyridines, pyrimidines, pyrazines, pyridazines, quinolines, benzodiazines and carbolines). Part 2: Metallation of pyrimidines, pyrazines, pyridazines and benzodiazines.
    Turck A, et al.
    Tetrahedron, 57(21), 4489-4505 (2001)
    Franciszek Herold et al.
    Molecules (Basel, Switzerland), 12(12), 2643-2657 (2008-02-09)
    This paper describes a modified method of preparation of a number of alpha-aryl-alpha-(pyridazin-3-yl)-acetonitriles via the C-arylation reaction of the corresponding carbanionsof phenylacetonitriles using 3-chloropyridazine derivatives. KOH and DMSO were used inthe deprotonation process, which made the reaction very simple and

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