3,6-Dichloropyridazine → 3-Chloro-6-hydrazinopyridazine

Reaction equation

[Cl:1][C:2]1[N:3]=[N:4][C:5](Cl)=[CH:6][CH:7]=1.[H-].[NH2:10][NH2:11]>>[Cl:1][C:2]1[N:3]=[N:4][C:5]([NH:10][NH2:11])=[CH:6][CH:7]=1

Participants

Reactant 2

HCID 673313,6-Dichloropyridazine

HCID 86602801Hydrazine monohydride

Product 1

HCID 1007873-Chloro-6-hydrazinopyridazine

Conditions

Temperature: 80 °C

Procedure

A mixture of 3,6-dichloropyridazine (3 g, 20.14 mmol) and hydrazine monohydride (1 g, 20.14 mmol) was heated in a sealed tube to 80° C. for 5 hours. Solvent was evaporated and the crude was used in the next step without purification (3.56 g, 100%). LCMS (method B): [MH]+=145.1, tR=0.57 min.

Workup

customSolvent was evaporated
customthe crude was used in the next step without purification (3.56 g, 100%)

Sources & evidence

ORD record: ord-0c88ab59a8144794886fba95a1ce212b
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08497368B2

Reaction notes

Loading…