6-Amino-3-chloropyridazine → [2-(6-Chloro-3-pyridazinyl)-2-azavinyl]dimethylamine

HRID 1892297Notes

Reaction equation

HRID 1892297 reaction equation
[NH2:1][C:2]1[N:3]=[N:4][C:5]([Cl:8])=[CH:6][CH:7]=1.CO[CH:11](OC)[N:12]([CH3:14])[CH3:13]>>[Cl:8][C:5]1[N:4]=[N:3][C:2]([N:1]=[CH:11][N:12]([CH3:14])[CH3:13])=[CH:7][CH:6]=1

Participants

3

Reactant 2

HCID 216436-Amino-3-chloropyridazineHCID 78373Dimethylformamide dimethyl acetal

Product 1

HCID 6802247[2-(6-Chloro-3-pyridazinyl)-2-azavinyl]dimethylamineYield 81.2%

Procedure

A mixture of 3-amino-6-chloropyridazine (1.3 g, 10 mmol) and dimethylformamide dimethylacetal (1.35 mL, 10.2 mmol) was heated at reflux for 2 h and concentrated in vacuo to afford a brown solid. After recrystallization with EtOAc, 1.5 g of N′-(6-chloro-pyridazin-3-yl)-N,N-dimethyl-formamidine was obtained in 81% yield.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 2 h
  3. concentrationconcentrated in vacuo
  4. customto afford a brown solid
  5. customAfter recrystallization with EtOAc

Sources & evidence

ORD record
ord-4c9fafae15d34bd4a32279fc981c3b1f
Source dataset
uspto-grants-2013_08
Patent number
US08507676B2

Reaction notes

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