Sodium hydrosulfide → HCID 15027545, compound

HRID 1090638Notes

Reaction equation

HRID 1090638 reaction equation
[SH-:1].[Na+].Cl[C:4]1[N:9]([CH2:10][CH2:11][CH2:12]Cl)[C:8](=[O:14])[N:7]([CH2:15][CH2:16][CH3:17])[C:6](=[O:18])[C:5]=1[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>CN(C=O)C>[C:19]1([C:5]2[C:6](=[O:18])[N:7]([CH2:15][CH2:16][CH3:17])[C:8](=[O:14])[N:9]3[CH2:10][CH2:11][CH2:12][S:1][C:4]=23)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 28015Sodium hydrosulfideHCID 15027510HCID 15027510, compound

Product 1

HCID 15027545HCID 15027545, compoundYield 62.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Sodium hydrosulfide (3.3 g) was added to a solution of 6-chloro-1-(3-chloropropyl)-5-phenyl-3-propyluracil (7 g) in DMF (60 ml) little by little under ice cooling and the mixture was stirred for 1 hour. The reaction solution was concentrated to dryness. The residue was dissolved in methylene chloride-H2O, and the organic layer was washed with water and dried. The solvent was evaporated and the resulting crude crystals were recrystallized from methanol to give colorless crystals (3.85 g, 62%).

Workup

  1. concentrationThe reaction solution was concentrated to dryness
  2. dissolutionThe residue was dissolved in methylene chloride-H2O
  3. washthe organic layer was washed with water
  4. customdried
  5. customThe solvent was evaporated
  6. customthe resulting crude crystals were recrystallized from methanol

Sources & evidence

ORD record
ord-da6f91ec36fa41a3a7395fe6500f646b
Source dataset
uspto-grants-1992_01
Patent number
US05082838

Reaction notes

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