Azobisisobutyronitrile → HCID 86611703, compound

HRID 424648Notes

Reaction equation

HRID 424648 reaction equation
CC(N=NC(C#N)(C)C)(C#N)C.[Cl:13][C:14]1[N:19]=[C:18]2[S:20][N:21]=[C:22]([CH3:23])[C:17]2=[CH:16][CH:15]=1.[Br:24]NC(=O)CCC(N)=O>C(Cl)(Cl)(Cl)Cl>[Br:24][CH2:23][C:22]1[C:17]2[C:18](=[N:19][C:14]([Cl:13])=[CH:15][CH:16]=2)[S:20][N:21]=1

Participants

5

Reactant 3

HCID 6547AzobisisobutyronitrileHCID 9834204N-BromosuccinamideHCID 146892486-Chloro-3-methyl[1,2]thiazolo[5,4-b]pyridine

Product 1

HCID 86611703HCID 86611703, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Conditions

Temperature
80 °C

Procedure

AIBN (1.35 mmol) was added to a solution of 6-chloro-3-methylisothiazolo[5,4-b]pyridine (13.5 mmol) and N-bromosuccinamide (27.1 mmol) in carbon tetrachloride (25 mL). The reaction mixture was heated at 80° C. for 6 h, allowed to cool to rt, and the precipitated solids were removed by filtration. The filtrate was concentrated to provide crude 3-(bromomethyl)-6-chloroisothiazolo[5,4-b]pyridine as yellow oil.

Workup

  1. temperatureto cool to rt
  2. customthe precipitated solids were removed by filtration
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-807f46e5a2574d9eb0bfcbfe23ab59e5
Source dataset
uspto-grants-2012_01
Patent number
US08106066B2

Reaction notes

Loading…