Sodium Hydroxide → HCID 22708818, compound

HRID 353340Notes

Reaction equation

HRID 353340 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 (2-a) (0.59 mol) in hydrochloric acid (20%) (1500 ml) was stirred and refluxed for 2 hours. The mixture was cooled, alkalized with NaOH 50% and extracted twice with DCM. The combined organic layers were washed with water, dried, filtered, and the solvent was evaporated. The product was used in the next reaction step without further purification, yielding 110 g (100%) of 6-chloro-2,3-di-methoxybenzenamine (interm. 2-b)

Workup

  1. temperaturerefluxed for 2 hours
  2. temperatureThe mixture was cooled
  3. extractionextracted twice with DCM
  4. washThe combined organic layers were washed with water
  5. customdried
  6. filtrationfiltered
  7. customthe solvent was evaporated
  8. customThe product was used in the next reaction step without further purification

Sources & evidence

ORD record
ord-790c8bd7ef7045829437a9a1e60d7878
Source dataset
uspto-grants-2004_06
Patent number
US06750349B2

Reaction notes

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