HCID 178469413, compound → HCID 178524653, compound

HRID 973825Notes

Reaction equation

HRID 973825 reaction equation
C([O:3][C:4]([C:6]1[CH:11]=[C:10]([SH:12])[N:9]2[N:13]=[CH:14][N:15]=[C:8]2[N:7]=1)=[O:5])C>[OH-].[K+].O>[C:4]([C:6]1[CH:11]=[C:10]([SH:12])[N:9]2[N:13]=[CH:14][N:15]=[C:8]2[N:7]=1)([OH:5])=[O:3]

Participants

4

Reactant 1

HCID 178469413HCID 178469413, compound

Product 1

HCID 178524653HCID 178524653, compoundYield 91.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 14797Potassium HydroxideSolvent

Conditions

Temperature
80 °C

Procedure

The product obtained in Step 2 (2.0 g) was dissolved in a solution of 1.0 g potassium hydroxide in 80 ml of water, the mixture was heated at 80° C. for 30 minutes. After cooling the resulting orange solution to room temperature, it was washed with 50 ml of ethyl acetate, the pH of the aqueous layer was lowered to 1.0 with 6N hydrochloric acid, and the crystals thus formed were collected by filtration, washed with 50 ml of acetone, giving 1.6 g of the objective compound as orange crystals.

Workup

  1. temperatureAfter cooling the resulting orange solution to room temperature
  2. washit was washed with 50 ml of ethyl acetate
  3. customthe crystals thus formed
  4. filtrationwere collected by filtration
  5. washwashed with 50 ml of acetone

Sources & evidence

ORD record
ord-d7b5d6ce9c1740b996e1abe59f8af2eb
Source dataset
uspto-grants-1991_11
Patent number
US05064953

Reaction notes

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