Hydrochloric Acid → HCID 23063086, compound

HRID 1375335Notes

Reaction equation

HRID 1375335 reaction equation
[SH:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[OH-].[K+].[C:11]([NH:19][C:20](=[O:23])[CH2:21]Cl)(=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.Cl>O.CO>[C:11]([NH:19][C:20](=[O:23])[CH2:21][S:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1)(=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 14797Potassium Hydroxide2×HCID 2401474-MercaptophenolHCID 2431959N-(2-Chloro-acetyl)-benzamide

Product 1

HCID 23063086HCID 23063086, compoundYield 87%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
10 °C

Procedure

In a 200 ml four-necked flask equipped with a stirrer and a thermometer, 2.52 g (20 mmol) of 4-mercaptophenol, 1.32 g (20 mmol) of 85% potassium hydroxide and 50 ml of methanol were added at normal temperature. After confirming that potassium hydroxide had been dissolved, the inner temperature was cooled to 10° C. and 3.95 g (20 mmol) of N-benzoyl-chloroacetamide was added, followed by stirring at normal temperature for 3 hours. After the completion of the reaction, the reaction solution was acidified with hydrochloric acid and 50 ml of water was added, and then the deposited crystals were collected by filtration to obtain 5.0 g of N-benzoyl-(4-hydroxyphenylthio)acetamide. The yield was 87% and the melting point was 149–151° C.

Workup

  1. customIn a 200 ml four-necked flask equipped with a stirrer
  2. dissolutionhad been dissolved
  3. customAfter the completion of the reaction
  4. additionwas added
  5. filtrationthe deposited crystals were collected by filtration

Sources & evidence

ORD record
ord-81e675ff3b12490abb0f6c16f6d65844
Source dataset
uspto-grants-2007_01
Patent number
US07169737B2

Reaction notes

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