Sodium Hydroxide → HCID 23112177, compound

HRID 1373067Notes

Reaction equation

HRID 1373067 reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[C:6]([CH:15]=[CH2:16])=[CH:7][N+:8]([O-])=[CH:9]2)([O-:3])=[O:2].P(Cl)(Cl)([Cl:19])=O.[OH-].[Na+]>C(Cl)(Cl)Cl>[Cl:19][C:9]1[C:10]2[C:5](=[C:4]([N+:1]([O-:3])=[O:2])[CH:13]=[CH:12][CH:11]=2)[C:6]([CH:15]=[CH2:16])=[CH:7][N:8]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 69431609HCID 69431609, compound

Product 1

HCID 23112177HCID 23112177, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
60 °C

Procedure

The 5-nitro-4-vinylisoquinoline N-oxide (27 g) obtained in Step B mentioned above was suspended in chloroform (300 ml), and added dropwise with phosphorus oxychloride (22.3 ml, Wako Pure Chemical Industries) under ice cooling. After the addition, the reaction mixture was warmed to 60° C., and stirred at the same temperature for one hour. The reaction mixture was poured into in ice water, and neutralized with 2 N sodium hydroxide with stirring. The organic layer was separated, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to obtain the title compound (15 g).

Workup

  1. additionAfter the addition
  2. stirringwith stirring
  3. customThe organic layer was separated
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-b43be1d8121345b5b353a88a64b1434c
Source dataset
uspto-grants-2007_01
Patent number
US07160894B2

Reaction notes

Loading…