Ammonia → HCID 18929747, compound

HRID 1077418Notes

Reaction equation

HRID 1077418 reaction equation
I[Si](C)(C)C.COC([N:10]([CH:14]1[CH2:22][C:21]2[C:16](=[CH:17][CH:18]=[C:19]([C:23]3[CH2:24][CH2:25][C:26](=[O:29])[NH:27][N:28]=3)[CH:20]=2)[CH2:15]1)[CH2:11][CH2:12][CH3:13])=O.N>C(Cl)(Cl)Cl>[CH2:11]([NH:10][CH:14]1[CH2:22][C:21]2[C:16](=[CH:17][CH:18]=[C:19]([C:23]3[CH2:24][CH2:25][C:26](=[O:29])[NH:27][N:28]=3)[CH:20]=2)[CH2:15]1)[CH2:12][CH3:13]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 85247Trimethylsilyl iodideHCID 67724731HCID 67724731, compound

Product 1

HCID 18929747HCID 18929747, compoundYield 71.8%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Iodotrimethylsilane (9 ml) was added to 13.16 g of 2-(N-methoxycarbonyl-N-propylamino)-5-[4,5-dihydropyridazin-3(2H)-on-6-yl]indane dissolved in 130 ml of chloroform. The mixture was refluxed under heating for 2 hours. After cooling, aqueous ammonia was added to the solution. The organic layer was collected by separation, washed with water and dried, and the solvent was removed. The resulting crude crystals were recrystallized from acetone to obtain 7.78 g of 2-propylamino-5-[4,5-dihydropyridazin-3(2H)-on-6-yl]indane.

Workup

  1. temperatureThe mixture was refluxed
  2. temperatureunder heating for 2 hours
  3. temperatureAfter cooling
  4. customThe organic layer was collected by separation
  5. washwashed with water
  6. customdried
  7. customthe solvent was removed
  8. customThe resulting crude crystals were recrystallized from acetone

Sources & evidence

ORD record
ord-f42691e8a5e748b899751f53ee87067a
Source dataset
uspto-grants-1996_08
Patent number
US05543409

Reaction notes

Loading…