Water → HCID 9908324, compound

HRID 890961Notes

Reaction equation

HRID 890961 reaction equation
Cl[CH2:2][O:3][C:4]1[CH:9]=[CH:8][N:7]=[CH:6][N:5]=1.[CH3:10][NH:11][CH2:12][CH2:13][O:14][C:15]1[CH:28]=[CH:27][C:18]([CH2:19][CH:20]2[S:24][C:23](=[O:25])[NH:22][C:21]2=[O:26])=[CH:17][CH:16]=1.C([O-])(O)=O.[Na+].O>CN(C=O)C>[CH3:2][O:3][C:4]1[N:5]=[CH:6][N:7]=[C:8]([N:11]([CH3:10])[CH2:12][CH2:13][O:14][C:15]2[CH:28]=[CH:27][C:18]([CH2:19][CH:20]3[S:24][C:23](=[O:25])[NH:22][C:21]3=[O:26])=[CH:17][CH:16]=2)[CH:9]=1

Participants

6

Reactant 4

HCID 962WaterHCID 516892Sodium BicarbonateHCID 103563205-[[4-[2-(Methylamino)ethoxy]phenyl]methyl]-2,4-thiazolidinedioneHCID 17869012HCID 17869012, compound

Product 1

HCID 9908324HCID 9908324, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A starting mixture consisting of 2.9 g (0.02 mol) 4-chloromethoxypyrimidine and 5.6 g (0.02 mol) 5-[4-(2-methylaminoethoxy)-benzyl]-thiazolidine-2,4-dione in 60 ml DMF and in the presence of 17 g NaHCO3 is heated at 100° C. for 24 h. Once the reaction completed, the mixture is poured onto 600 ml water and it is extracted with 4×200 ml AcOEt.

Workup

  1. extractionis extracted with 4×200 ml AcOEt

Sources & evidence

ORD record
ord-bdfe802ed36f49418ca088e5d7b26a09
Source dataset
uspto-grants-2006_02
Patent number
US07001910B1

Reaction notes

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