Potassium Carbonate → HCID 15729168, compound

HRID 1656967Notes

Reaction equation

HRID 1656967 reaction equation
Cl[CH2:2][C:3]1[N:4]=[C:5]([NH:8][CH:9]=[O:10])[S:6][CH:7]=1.[SH:11][C:12]1[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH:9]([NH:8][C:5]1[S:6][CH:7]=[C:3]([CH2:2][S:11][C:12]2[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=2)[N:4]=1)=[O:10]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 103749692-Formylamino-4-chloromethylthiazoleHCID 178418431pyridine-4-thiol

Product 1

HCID 15729168HCID 15729168, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 4-chloromethyl-2-formylaminothiazole (1.86 g), 4-mercaptopyridine (1.23 g) and potassium carbonate (1.8 g) in N,N-dimethylformamide (20 ml) was heated at 100° C. for 2 hours with stirring. The reaction mixture was concentrated under reduced pressure and the residue was triturated with water. The precipitates were collected by filtration, washed with water and dried in vacuo to give 2-formylamino-4-(4-pyridylthiomethyl)thiazole (1.7 g, yield: 68.0%). mp: 182°-184° C. IR (Nujol): 1675, 1650, 1585, 1560, 1270 cm-1

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was triturated with water
  3. filtrationThe precipitates were collected by filtration
  4. washwashed with water
  5. customdried in vacuo

Sources & evidence

ORD record
ord-9dfe8f6231ca4b0592c3f5efbba2e457
Source dataset
uspto-grants-1993_10
Patent number
US05256675

Reaction notes

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