HCID 54027195, compound → HCID 53931412, compound

HRID 1649403Notes

Reaction equation

HRID 1649403 reaction equation
C([O:3][C:4](=[O:22])[C:5]([C:16]1[N:17]=[C:18]([NH2:21])[S:19][CH:20]=1)=[CH:6][C:7]1[C:12]([CH3:13])=[CH:11][C:10]([CH3:14])=[CH:9][C:8]=1[CH3:15])C>O1CCOCC1.[OH-].[Na+].O>[NH2:21][C:18]1[S:19][CH:20]=[C:16]([C:5](=[CH:6][C:7]2[C:12]([CH3:13])=[CH:11][C:10]([CH3:14])=[CH:9][C:8]=2[CH3:15])[C:4]([OH:22])=[O:3])[N:17]=1

Participants

5

Reactant 1

HCID 54027195HCID 54027195, compound

Product 1

HCID 53931412HCID 53931412, compoundYield 72%

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 14798Sodium HydroxideSolventHCID 312751,4-DioxaneSolvent2×

Procedure

6.1 g of the product from Example 25 were dissolved in a mixture of 150 ml of dioxane and 45 ml of 1.5 N sodium hydroxide solution. The solution was boiled under reflux overnight and the dioxane was then stripped off, the residue was diluted with 50 ml of water and the mixture was filtered. The filtrate was adjusted to pH 5 with dilute hydrochloric acid and was filtered off again after 10 minutes. Recrystallization of the residue from methanol gave the desired product in a yield of 72%.

Workup

  1. temperatureunder reflux overnight
  2. filtrationthe mixture was filtered
  3. filtrationwas filtered off again after 10 minutes
  4. customRecrystallization of the residue from methanol

Sources & evidence

ORD record
ord-7bb0506516cb4f579a5d17d3a53152f6
Source dataset
uspto-grants-1983_11
Patent number
US04416880

Reaction notes

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