Hydrochloric Acid → HCID 12940897, compound

HRID 851474Notes

Reaction equation

HRID 851474 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-].[Na+].[C:26](OC(=O)C)(=[O:28])[CH3:27].Cl>>[C:26]([O:23][C:20]1[CH:19]=[CH:18][C:17]([C:10]2[S:11][C:12]([CH2:13][C:14]([OH:16])=[O:15])=[C:8]([C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=3)[N:9]=2)=[CH:22][CH:21]=1)(=[O:28])[CH3:27]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 14798Sodium HydroxideHCID 1289074-hydroxyfentiazac

Product 1

HCID 12940897HCID 12940897, compoundYield 38.7%

Conditions

Temperature
0 °C

Procedure

4-(4-Chlorophenyl)-2-(4-hydroxyphenyl)-thiazole-5-acetic acid (7.0 g, 0.016 moles) was dissolved in 0.1 N sodium hydroxide (493 ml, 0.372 moles) and cooled to 0° C. Acetic anhydride (1.5 ml, 0.016 moles) was added and the mixture left standing at room temperature for 3 hours. To the solution was added dilute hydrochloric acid and the resulting precipitate was filtered off, washed with a little water, dried and recrystallised from methylethylketone to give 2-(4-acetoxyphenyl)-4-(4-chlorophenyl)thiazole-5-acetic acid as a colourless solid (2.4 gm), m.p. 177°-180° C.

Workup

  1. waitthe mixture left
  2. filtrationthe resulting precipitate was filtered off
  3. washwashed with a little water
  4. customdried
  5. customrecrystallised from methylethylketone

Sources & evidence

ORD record
ord-9dfdf904e2784204a9ffe371b556968d
Source dataset
uspto-grants-1983_05
Patent number
US04385059

Reaction notes

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