HCID 135670787, compound → HCID 135744761, compound

HRID 372983Notes

Reaction equation

HRID 372983 reaction equation
N([C:3]1[N:8]=[C:7]2[N:9]=[C:10]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[O:20][CH2:21][CH2:22][CH3:23])[NH:11][C:12](=[O:13])[C:6]2=[CH:5][N:4]=1)N>CO.[Ag]=O>[O:13]=[C:12]1[C:6]2[C:7](=[N:8][CH:3]=[N:4][CH:5]=2)[N:9]=[C:10]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[O:20][CH2:21][CH2:22][CH3:23])[NH:11]1

Participants

4

Reactant 1

HCID 135670787HCID 135670787, compound

Product 1

HCID 135744761HCID 135744761, compound

Reagents, catalysts & solvents 2

HCID 92152Silver(II) oxideCatalystHCID 887MethanolSolvent

Procedure

A mixture of 7-hydrazino-4-oxo-2-(2-propoxyphenyl)-3,4-dihydropyrimido[4,5-d]pyrimidine (0.40 g) and silver oxide (0.32 g) in methanol (40 ml) was stirred at ambient temperature for 18 hours and at 45°-50° C. for 24 hours. The cooled reaction mixture was evaporated under reduced pressure and the residue was eluted from a silica column with chloroform. The combined fractions containing product were evaporated under reduced pressure to yield a white solid which together with another sample (27 mg), similarly prepared, was recrystallised from 2-propanol to yield the title compound, 136 mg, m.p. 142°-143° C.

Workup

  1. customThe cooled reaction mixture
  2. customwas evaporated under reduced pressure
  3. washthe residue was eluted from a silica column with chloroform
  4. additionThe combined fractions containing product
  5. customwere evaporated under reduced pressure
  6. customto yield a white solid which together with another sample (27 mg)
  7. customsimilarly prepared
  8. customwas recrystallised from 2-propanol

Sources & evidence

ORD record
ord-9c888553cbe54cbfb37b608a8b2fd6c7
Source dataset
uspto-grants-1992_11
Patent number
US05162316

Reaction notes

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