Water → HCID 53986627, compound

HRID 1872588Notes

Reaction equation

HRID 1872588 reaction equation
Br[C:2]1([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[C:7](=[O:8])[NH:6][C:5](=[O:9])[NH:4][C:3]1=[O:10].[OH:21][CH2:22][CH2:23][N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1.O>CS(C)=O>[CH2:11]([C:2]1([CH:25]2[CH2:26][NH:27][CH2:28][CH2:29][N:24]2[CH2:23][CH2:22][OH:21])[C:7](=[O:8])[NH:6][C:5](=[O:9])[NH:4][C:3]1=[O:10])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]

Participants

5

Reactant 3

HCID 962WaterHCID 76771-(2-Hydroxyethyl)piperazineHCID 18408799HCID 18408799, compound

Product 1

HCID 53986627HCID 53986627, compoundYield 43.7%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent2×

Conditions

Temperature
0 °C

Procedure

To a solution of 5-bromo-5-decylbarbituric acid (0.619 g) in 1.3 ml of dimethylsulfoxide, kept under stirring at 0° C., a solution of 0.93 g of N-(2-hydroxyethyl)piperazine in 0.7 ml of dimethylsulfoxide is added dropwise, then the reaction mixture is stirred at room temperature for 1 hour. The mixture is then cooled to 0° C. and added with 30 ml of water. A white solid separates, which is kept under stirring for 1 hour, then is filtered and dried under vacuum at 50° C. 0.309 g of the product are obtained, m.p. 181-182° C.

Workup

  1. stirringthe reaction mixture is stirred at room temperature for 1 hour
  2. temperatureThe mixture is then cooled to 0° C.
  3. stirringunder stirring for 1 hour
  4. filtrationis filtered
  5. customdried under vacuum at 50° C

Sources & evidence

ORD record
ord-9ee5e416a9194bdd802c807caaf7d62a
Source dataset
uspto-grants-2000_08
Patent number
US06110924

Reaction notes

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