Hydrochloric Acid → HCID 13503405, compound

HRID 485256Notes

Reaction equation

HRID 485256 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=2)[C:9]([NH:11][C:12]2[CH:22]=[CH:21][C:15]([C:16]([O:18]CC)=[O:17])=[CH:14][CH:13]=2)=[O:10])=[CH:4][CH:3]=1.[OH-].[K+].C(O)C.Cl>O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=2)[C:9]([NH:11][C:12]2[CH:22]=[CH:21][C:15]([C:16]([OH:18])=[O:17])=[CH:14][CH:13]=2)=[O:10])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium HydroxideHCID 13503404HCID 13503404, compound

Product 1

HCID 13503405HCID 13503405, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 6.0 g. of p-[2,2-bis(p-chlorophenyl)acetamido]benzoic acid, ethyl ester, 920 mg. of potassium hydroxide, and 50 ml. of 95% ethanol is stirred at 75° C. for 9 hours, cooled, diluted with 100 ml. of water, and the pH is adjusted to 2.0 with 37% hydrochloric acid. The precipitate is collected, washed with water, dried and recrystallized from 100 ml. of ethanol, giving 2.78 g. of the desired product as colorless crystals, m.p. 272°-274° C.

Workup

  1. additionA mixture of 6.0 g
  2. temperaturecooled
  3. additiondiluted with 100 ml
  4. customThe precipitate is collected
  5. washwashed with water
  6. customdried
  7. customrecrystallized from 100 ml
  8. customof ethanol, giving 2.78 g

Sources & evidence

ORD record
ord-134414e2302544f78f42e939c1921739
Source dataset
uspto-grants-1985_08
Patent number
US04536346

Reaction notes

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