Ethanol → HCID 13013935, compound

HRID 444151Notes

Reaction equation

HRID 444151 reaction equation
[CH:1]1[C:6]2[CH:7]=[N:8][C:9]3[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=3[S:11](=[O:13])(=[O:12])[C:5]=2[CH:4]=[C:3]([C:18]([O:20]C)=[O:19])[CH:2]=1.[OH-].[K+].O.C(O)C>O1CCOCC1>[CH:1]1[C:6]2[CH:7]=[N:8][C:9]3[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=3[S:11](=[O:13])(=[O:12])[C:5]=2[CH:4]=[C:3]([C:18]([OH:20])=[O:19])[CH:2]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 962WaterHCID 14797Potassium HydroxideHCID 13013936HCID 13013936, compound

Product 1

HCID 13013935HCID 13013935, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Stir a mixture 2.04 gm (6.77 mmole) of the ester from Example 17. 2.24 gm (20 mmole) of 85% aqueous potassium hydroxide, 11 ml of water, 55 ml of ethanol and 5.5 ml of dioxane under argon at room temperature for 1 hour. Evaporate to a syrup and dilute with 25 ml of water. Charcoal and filter twice. Acidify with acetic acid. Separate the precipitate by filtration, wash with water and dry to obtain the title product (m.p. 302° C. dec.).

Workup

  1. customEvaporate to a syrup
  2. additiondilute with 25 ml of water
  3. filtrationCharcoal and filter twice
  4. customSeparate the precipitate
  5. filtrationby filtration
  6. washwash with water
  7. customdry

Sources & evidence

ORD record
ord-e92758547742479db024a348f5ab2f09
Source dataset
uspto-grants-1981_04
Patent number
US04263207

Reaction notes

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