Sodium Hydroxide → HCID 53802198, compound

HRID 867512Notes

Reaction equation

HRID 867512 reaction equation
C([O:3][C:4](=[O:23])[CH:5]=[C:6]1[C:15]2[CH:14]=[C:13]([Cl:16])[S:12][C:11]=2[C:10]([O:17][CH3:18])=[CH:9][C:8]2[CH:19]=[CH:20][CH:21]=[CH:22][C:7]1=2)C.[OH-].[Na+]>C(O)C>[Cl:16][C:13]1[S:12][C:11]2[C:10]([O:17][CH3:18])=[CH:9][C:8]3[CH:19]=[CH:20][CH:21]=[CH:22][C:7]=3[C:6](=[CH:5][C:4]([OH:23])=[O:3])[C:15]=2[CH:14]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 53998350HCID 53998350, compound

Product 1

HCID 53802198HCID 53802198, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

14 g of the product of example 1 [(Z)/(E)isomer mixture] or of example 2 [(Z) or (E) isomer individually] are dissolved in 140 ml ethanol, combined with 70 ml 2N NaOH and heated for 3 hours under reflux. The obtained solution is evaporated down to 1/3 volume and poured onto 250 ml ice water. The aqueous phase is adjusted to pH 1 by addition of 4N HCl and the obtained precipitate filtered off, washed with H2O and dried to yield the title compound.

Workup

  1. temperatureheated for 3 hours
  2. temperatureunder reflux
  3. customThe obtained solution is evaporated down to 1/3 volume
  4. additionpoured onto 250 ml ice water
  5. additionThe aqueous phase is adjusted to pH 1 by addition of 4N HCl
  6. filtrationthe obtained precipitate filtered off
  7. washwashed with H2O
  8. customdried

Sources & evidence

ORD record
ord-c4f67f7e566f4461b6bd562b9dc0fd3c
Source dataset
uspto-grants-1988_10
Patent number
US04775691

Reaction notes

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