Dimethylformamide dimethyl acetal → N'-(6-chloro-2-trifluoromethylimidazo[1,2-b]pyridazin-3-ylsulfonyl)-N,N-dimethylformamidine

HRID 969732Notes

Reaction equation

HRID 969732 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([S:15]([NH2:18])(=[O:17])=[O:16])=[C:9]([C:11]([F:14])([F:13])[F:12])[N:10]=2)[N:7]=1.CO[CH:21](OC)[N:22]([CH3:24])[CH3:23]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([S:15]([N:18]=[CH:21][N:22]([CH3:24])[CH3:23])(=[O:17])=[O:16])=[C:9]([C:11]([F:12])([F:14])[F:13])[N:10]=2)[N:7]=1

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 230281086-Chloro-2-(trifluoromethyl)imidazo[1,2-b]pyridazine-3-sulfonamide

Product 1

HCID 74015820N'-(6-chloro-2-trifluoromethylimidazo[1,2-b]pyridazin-3-ylsulfonyl)-N,N-dimethylformamidine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

6-Chloro-2-trifluoromethylimidazo[1,2-b]pyridazin-3-ylsulfonamide (1.70 g, 5.65 mmol) was suspended in toluene (10.0 ml), and N,N-dimethylformamide dimethyl acetal (90%, 1.84 ml, 12.4 mmol) was added thereto and stirred for 3.5 hours under reflux. The reaction mixture was concentrated under reduced pressure. To the residue concentrated was added diisopropyl ether, and the crystals were collected by filtration to give the title compound as brown crystals. The yield was 1.96 g (97.4%).

Workup

  1. temperatureunder reflux
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. concentrationTo the residue concentrated
  4. additionwas added diisopropyl ether
  5. filtrationthe crystals were collected by filtration

Sources & evidence

ORD record
ord-72c1f548998b4346acb4e1699b2bd0b3
Source dataset
uspto-grants-2007_12
Patent number
US07307165B2

Reaction notes

Loading…