Sodium Carbonate → 2-Acetylamino-8-amino-1-tetralone

HRID 355947Notes

Reaction equation

HRID 355947 reaction equation
[C:1]([NH:4][CH:5]1[CH2:14][CH2:13][C:12]2[C:7](=[C:8]([NH:15]C(=O)C)[CH:9]=[CH:10][CH:11]=2)[C:6]1=[O:19])(=[O:3])[CH3:2].C(=O)([O-])[O-].[Na+].[Na+]>Cl>[C:1]([NH:4][CH:5]1[CH2:14][CH2:13][C:12]2[C:7](=[C:8]([NH2:15])[CH:9]=[CH:10][CH:11]=2)[C:6]1=[O:19])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 120472982,8-Diacetylamino-1-tetralone

Product 1

HCID 120472992-Acetylamino-8-amino-1-tetralone

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
60 °C

Procedure

245 mg of the compound prepared in (3) above was dissolved into 40 ml of 3N hydrochloric acid and heated at 60° C. for 1 hour while stirring. After cooling to 0° C., the reaction solution was neutralized with sodium carbonate and extracted with chloroform. The extract was dried over magnesium sulfate. The residue obtained after the removal of the solvent was recrystallized in ethyl acetate and hexane to obtain 150 mg of the title compound.

Workup

  1. temperatureAfter cooling to 0° C.
  2. extractionextracted with chloroform
  3. dry with materialThe extract was dried over magnesium sulfate
  4. customThe residue obtained
  5. customafter the removal of the solvent
  6. customwas recrystallized in ethyl acetate

Sources & evidence

ORD record
ord-d33e23ecffec4d9e83b0cfc7d0adeb61
Source dataset
uspto-grants-1998_11
Patent number
US05834476

Reaction notes

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