Ethanol → HCID 9952217, compound

HRID 842070Notes

Reaction equation

HRID 842070 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[C:12]([NH:14][CH2:15][C:16]([N:18]([CH2:22][CH2:23][CH3:24])[CH2:19][CH2:20][CH3:21])=[O:17])[C:11]([N+:25]([O-])=O)=[CH:10][N:9]=2)=[CH:4][CH:3]=1.[CH2:28]([OH:30])C>[Pt](=O)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[C:12]3[C:11]([NH:25][C:28](=[O:30])[N:14]3[CH2:15][C:16]([N:18]([CH2:22][CH2:23][CH3:24])[CH2:19][CH2:20][CH3:21])=[O:17])=[CH:10][N:9]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 702EthanolHCID 22617811HCID 22617811, compound

Product 1

HCID 9952217HCID 9952217, compound

Reagents, catalysts & solvents 1

HCID 345198Adams' catalystCatalyst

Procedure

A mixture of 2-[2-(4-chlorophenyl)-5-nitro-4-pyrimidinylamino]-N,N-dipropylacetamide (9 g), platinum (IV) oxide (1 g) and ethanol (150 ml) is stirred under hydrogen atmosphere for four hours, and the reaction mixture is filtered. The filtrate is concentrated under reduced pressure, and to the resulting residue is added urea (2.1 g). The mixture is stirred at 200° C. for two hours. After cooling, water is added to the reaction mixture, and the precipitates are collected by filtration, washed with water, and recrystallized from ethanol to give the desired compound (7 g).

Workup

  1. filtrationthe reaction mixture is filtered
  2. concentrationThe filtrate is concentrated under reduced pressure
  3. additionto the resulting residue is added urea (2.1 g)
  4. stirringThe mixture is stirred at 200° C. for two hours
  5. temperatureAfter cooling
  6. additionwater is added to the reaction mixture
  7. filtrationthe precipitates are collected by filtration
  8. washwashed with water
  9. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-880921ee61fa49839e5936f0d2d940e6
Source dataset
uspto-grants-2002_04
Patent number
US06372740B1

Reaction notes

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