Sodium Hydroxide → HCID 22708818, compound

HRID 1870229Notes

Reaction equation

HRID 1870229 reaction equation
[Cl:1][C:2]1[C:7]([NH:8]C(=O)C)=[C:6]([O:12][CH3:13])[C:5]([O:14][CH3:15])=[CH:4][CH:3]=1.[OH-].[Na+]>Cl>[Cl:1][C:2]1[C:7]([NH2:8])=[C:6]([O:12][CH3:13])[C:5]([O:14][CH3:15])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22708802HCID 22708802, compound

Product 1

HCID 22708818HCID 22708818, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of intermediate 9-a (0.59 mol) in HCl (20% aqueous solution) (1500 ml) was stirred and refluxed for 2 hours. The mixture was cooled, alkalinized with NaOH (50% aqueous solution) and extracted twice with CH2Cl2. The combined organic layers were washed with water, dried (MgSO4), filtered, and the solvent was evaporated, yielding 110 g (100%) of 6-chloro-2,3-dimethoxybenzenamine (intermed 9-b).

Workup

  1. temperaturerefluxed for 2 hours
  2. temperatureThe mixture was cooled
  3. extractionextracted twice with CH2Cl2
  4. washThe combined organic layers were washed with water
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. customthe solvent was evaporated

Sources & evidence

ORD record
ord-481a280fab1e48819412867de5d5e154
Source dataset
uspto-grants-2000_08
Patent number
US06096761

Reaction notes

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