Sulfuric Acid → HCID 13959016, compound

HRID 255864Notes

Reaction equation

HRID 255864 reaction equation
[C:1]([C:3]1[C:12]2[C:7](=[C:8]([CH2:13][CH3:14])[CH:9]=[CH:10][CH:11]=2)[N:6]=[N:5][CH:4]=1)#N.[OH-:15].[K+].S(=O)(=O)(O)[OH:18]>>[CH2:13]([C:8]1[CH:9]=[CH:10][CH:11]=[C:12]2[C:7]=1[N:6]=[N:5][CH:4]=[C:3]2[C:1]([OH:18])=[O:15])[CH3:14]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 14797Potassium HydroxideHCID 13959015HCID 13959015, compound

Product 1

HCID 13959016HCID 13959016, compound

Procedure

1.4 g of 53G was dissolved in 60 ml of 50% aqueous sulfuric acid and the mixture was stirred at 90°-100° C. for 32 hours. The mixture was cooled and made basic with 50% aqueous potassium hydroxide solution, then filtered. The filtrate was extracted with ether. The aqueous phase was acidified with 12 N hydrochloric acid and filtered. The resulting solid was dissolved in ethyl acetate, the solution was dried and stripped of solvent to give 53, as a solid, m.p.: 175°-176° C. (with decomposition).

Workup

  1. temperatureThe mixture was cooled
  2. filtrationfiltered
  3. extractionThe filtrate was extracted with ether
  4. filtrationfiltered
  5. dissolutionThe resulting solid was dissolved in ethyl acetate
  6. customthe solution was dried

Sources & evidence

ORD record
ord-3d94f646d3ff472f8ddf39fa0b4f67d3
Source dataset
uspto-grants-1987_10
Patent number
US04699651

Reaction notes

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