Water → 2,2,2-Trichloroethyl (6-chloroimidazo[1,2-b]pyridazin-2-yl)carbamate

HRID 2263151Notes

Reaction equation

HRID 2263151 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[C:9]([NH2:11])[N:10]=2)[N:7]=1.Cl[C:13]([O:15][CH2:16][C:17]([Cl:20])([Cl:19])[Cl:18])=[O:14].O>CC(N(C)C)=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[C:9]([NH:11][C:13](=[O:14])[O:15][CH2:16][C:17]([Cl:20])([Cl:19])[Cl:18])[N:10]=2)[N:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 870632,2,2-Trichloroethyl chloroformateHCID 497580212-Amino-6-chloroimidazo[1,2-b]pyridazine

Product 1

HCID 866255022,2,2-Trichloroethyl (6-chloroimidazo[1,2-b]pyridazin-2-yl)carbamateYield 63.8%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

To a solution of 6-chloroimidazo[1,2-b]pyridazine-2-amine (561 g, 3.3 mmol) in dimethylacetamide (11 ml) was added 2,2,2-trichloroethyl chloroformate (0.506 ml, 3.66 mmol) with ice-cooling, and the mixture was stirred at room temperature for 1 hour. Water was poured into the reaction solution, and a solid was separated by filtration, which was washed with water to give 724 mg (63.3%) of the desired product as a solid.

Workup

  1. temperaturecooling
  2. customa solid was separated by filtration, which
  3. washwas washed with water

Sources & evidence

ORD record
ord-33d77a2376984c149af753dc301cad5f
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Reaction notes

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