Water → HCID 18455223, compound

HRID 547890Notes

Reaction equation

HRID 547890 reaction equation
[O:1]=[CH:2][C:3]1[CH:11]=[CH:10][C:8]([OH:9])=[C:5]([O:6][CH3:7])[CH:4]=1.C([O-])([O-])=O.[K+].[K+].CS([CH2:22][CH2:23][C:24]1[S:28][CH:27]=[N:26][C:25]=1[CH3:29])(=O)=O.O>CN(C=O)C>[CH3:7][O:6][C:5]1[CH:4]=[C:3]([CH:11]=[CH:10][C:8]=1[O:9][CH2:22][CH2:23][C:24]1[S:28][CH:27]=[N:26][C:25]=1[CH3:29])[CH:2]=[O:1]

Participants

6

Reactant 4

HCID 962WaterHCID 1183VanillinHCID 11430Potassium CarbonateHCID 184554425-(2-Methanesulfonyl-ethyl)-4-methyl-thiazole

Product 1

HCID 18455223HCID 18455223, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
75 °C

Procedure

Vanillin (2.9 mmol) was added to mixture of K2CO3 (14.5 mmol) and 5-(2-Methanesulfonyl-ethyl)-4-methyl-thiazole (5) (2.9 mmol) in DMF (0.2 M), and heated to 75° C. for 16 h. After cooling, water was added and aqueous mixture extracted 5 times with methylene chloride. The methylene chloride layers were combined and concentrated to afford the product (6).

Workup

  1. temperatureAfter cooling
  2. extractionaqueous mixture extracted 5 times with methylene chloride
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-cab8c80faf54487ab4fb736e2508b8f1
Source dataset
uspto-grants-2011_05
Patent number
US07939657B2

Reaction notes

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