Sodium Hydroxide → HCID 57173395, compound

HRID 485254Notes

Reaction equation

HRID 485254 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:26]2[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=2)=[CH:9][CH:10]=[CH:11][C:12]([NH:14][C:15]2[CH:25]=[CH:24][C:18]([C:19]([O:21]CC)=[O:20])=[CH:17][CH:16]=2)=[O:13])=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([C:26]2[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=2)=[CH:9][CH:10]=[CH:11][C:12]([NH:14][C:15]2[CH:25]=[CH:24][C:18]([C:19]([OH:21])=[O:20])=[CH:17][CH:16]=2)=[O:13])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86740253HCID 86740253, compound

Product 1

HCID 57173395HCID 57173395, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4.0 g. of p-[5,5-bis(p-chlorophenyl)-2,4-pentadienamido]benzoic acid, ethyl ester, 40 ml. of ethanol, and 10 ml. of 1N sodium hydroxide is heated at reflux for 4 hours, filtered while hot, 15 ml. of 1N hydrochloric acid are added, and the mixture is cooled in ice. The solid is collected, washed with water, dried and recrystallized from ethanol, giving 3.1 g. of the desired product, m.p. 273°-276° C.

Workup

  1. additionA mixture of 4.0 g
  2. temperatureat reflux for 4 hours
  3. filtrationfiltered while hot, 15 ml
  4. additionof 1N hydrochloric acid are added
  5. temperaturethe mixture is cooled in ice
  6. customThe solid is collected
  7. washwashed with water
  8. customdried
  9. customrecrystallized from ethanol
  10. customgiving 3.1 g

Sources & evidence

ORD record
ord-5615ba2a81bb40509579598303443b2e
Source dataset
uspto-grants-1985_08
Patent number
US04536346

Reaction notes

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