Potassium Carbonate → 2-Acetylamino-5-(4-hydroxyphenylthio)thiazole

HRID 1656979Notes

Reaction equation

HRID 1656979 reaction equation
[C:1]([NH:4][C:5]1[S:6][C:7](Cl)=[CH:8][N:9]=1)(=[O:3])[CH3:2].[OH:11][C:12]1[CH:17]=[CH:16][C:15]([SH:18])=[CH:14][CH:13]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[C:1]([NH:4][C:5]1[S:6][C:7]([S:18][C:15]2[CH:16]=[CH:17][C:12]([OH:11])=[CH:13][CH:14]=2)=[CH:8][N:9]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 2401474-MercaptophenolHCID 46841342-Acetamido-5-chlorothiazole

Product 1

HCID 157291802-Acetylamino-5-(4-hydroxyphenylthio)thiazoleYield 56.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 2-acetylamino-5-chlorothiazole (1.76 g), 4-hydroxythiophenol (1.3 g) and potassium carbonate (2 g) in N,N-dimethylformamide (30 ml) was heated at 120° C. for 2.5 hours with stirring. The reaction mixture was poured into ice water. The precipitates were collected by filtration, washed with water and dried in vacuo to give 2-acetylamino-5-(4-hydroxyphenylthio)thiazole (1.5 g, yield: 56.6%). mp: 265°-267° C.

Workup

  1. filtrationThe precipitates were collected by filtration
  2. washwashed with water
  3. customdried in vacuo

Sources & evidence

ORD record
ord-e212e19cbcd94aa2a1b039fd2b68ef12
Source dataset
uspto-grants-1993_10
Patent number
US05256675

Reaction notes

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