Hydrochloric Acid → HCID 12940898, compound

HRID 223710Notes

Reaction equation

HRID 223710 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([C:17]3[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=3)[S:11][C:12]=2[CH2:13][C:14]([OH:16])=[O:15])=[CH:4][CH:3]=1.[OH-:24].[Na+].Cl>O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[C:10]([C:17]3[CH:18]=[CH:19][C:20]([O:23][C:4](=[O:24])[CH2:3][CH2:2][CH2:7][CH3:6])=[CH:21][CH:22]=3)[S:11][C:12]=2[CH2:13][C:14]([OH:16])=[O:15])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 1289074-hydroxyfentiazac

Product 1

HCID 12940898HCID 12940898, compoundYield 31.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

4-[4-Chlorophenyl]-2-[4-hydroxyphenyl]thiazole-5-acetic acid (3.81 g, 0.11 moles) was dissolved in 0.2 N sodium hydroxide (55 ml, 0.027 moles) and cooled to 0° C. Valeryl anhydride (2.0 g, 0.011 moles) was added and the reaction flask shaken vigorously for 4 minutes. Dilute hydrochloric acid was added, and the resulting gum extracted into chloroform. The chloroform layer was washed with water, separated, dried over magnesium sulphate to give a white solid. The solid was stirred with water at about 50° C. for 1/4 hour, filtered and dried to give the title compound as a colourless solid (3.68 g), m.p. 197°-9° C.

Workup

  1. extractionthe resulting gum extracted into chloroform
  2. washThe chloroform layer was washed with water
  3. customseparated
  4. dry with materialdried over magnesium sulphate
  5. customto give a white solid
  6. filtrationfiltered
  7. customdried

Sources & evidence

ORD record
ord-d165a907853448a4be58d5ed92a822ae
Source dataset
uspto-grants-1982_10
Patent number
US04356185

Reaction notes

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