Water → HCID 178473169, compound

HRID 1578954Notes

Reaction equation

HRID 1578954 reaction equation
C(=O)(O)[O-].[Na+].O.[C:7]1([C:13]2[NH:18][C:17](=[S:19])[NH:16][C:15](=[O:20])[CH:14]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.Br[CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24]>C(O)C>[CH2:26]([O:25][C:23](=[O:24])[CH2:22][S:19][C:17]1[N:16]=[C:15]([OH:20])[CH:14]=[C:13]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:18]=1)[CH3:27]

Participants

6

Reactant 4

HCID 962WaterHCID 7748Ethyl bromoacetateHCID 516892Sodium BicarbonateHCID 6970576-Phenylthiouracil

Product 1

HCID 178473169HCID 178473169, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirred solution of 8.4 g of sodium bicarbonate in 450 ml. of water and 100 ml. of ethanol was added 20.4 g of 6-phenyl-2-thiouracil. The mixture was heated on a hot plate until a clear solution was obtained then 16.7 g of ethyl bromoacetate was added. A precipitate was deposited which was removed by filtration and washed with water. The dried product amounted to 28.1 g, mp. 214°-218°C. decomp. The analytical sample of (4-hydroxy-6-phenyl-2-pyrimidinylthio)acetic acid ethyl ester was obtained by recrystallization from dimethyl formamide, mp. 217°-219°C.

Workup

  1. temperatureThe mixture was heated on a hot plate until a clear solution
  2. customwas obtained
  3. customwas removed by filtration
  4. washwashed with water

Sources & evidence

ORD record
ord-0c6f4d704f4146069049275a68c5defa
Source dataset
uspto-grants-1976_02
Patent number
US03940394

Reaction notes

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