HCID 14330456, compound → 5-Methoxy-3,4-dihydro-2H-1-benzothiopyran-3-amine

HRID 840433Notes

Reaction equation

HRID 840433 reaction equation
C(OC([NH:8][CH:9]1[CH2:14][C:13]2[C:15]([O:19][CH3:20])=[CH:16][CH:17]=[CH:18][C:12]=2[S:11][CH2:10]1)=O)(C)(C)C>FC(F)(F)C(O)=O>[CH3:20][O:19][C:15]1[C:13]2[CH2:14][CH:9]([NH2:8])[CH2:10][S:11][C:12]=2[CH:18]=[CH:17][CH:16]=1

Participants

3

Reactant 1

HCID 14330456HCID 14330456, compound

Product 1

HCID 143304585-Methoxy-3,4-dihydro-2H-1-benzothiopyran-3-amine

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 10 g of N-t-butoxycarbonyl-3,4-dihydro-5-methoxy-2H-[1]-benzothiopyran-3-amine in 30 ml of trifluoroacetic acid is kept at room temperature for 1 hour. The solvent is removed in vacuo, the residue is treated with 1N NaOH and the product is extracted with ether. After drying over magnesium sulfate, the solvent is removed in vacuo to afford 3,4-dihydro-5-methoxy-2H-[1]-benzothiopyran-3-amine as an oil.

Workup

  1. customThe solvent is removed in vacuo
  2. additionthe residue is treated with 1N NaOH
  3. extractionthe product is extracted with ether
  4. dry with materialAfter drying over magnesium sulfate
  5. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-53d96b18d54b40e7b26ff77b9f118aa7
Source dataset
uspto-grants-2002_04
Patent number
US06368573B1

Reaction notes

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