Acetone → HCID 178439760, compound

HRID 979212Notes

Reaction equation

HRID 979212 reaction equation
N.[N:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:9][C:10]3[CH:16]=[C:15]4[NH:17][C:18](=[O:20])[CH2:19][C:14]4=[CH:13][C:11]=3[N:12]=2)=[CH:4][CH:3]=1.C(O)C.[CH3:24][C:25]([CH3:27])=O>O>[C:25](=[C:19]1[C:14]2[C:15](=[CH:16][C:10]3[NH:9][C:8]([C:5]4[CH:4]=[CH:3][N:2]=[CH:7][CH:6]=4)=[N:12][C:11]=3[CH:13]=2)[NH:17][C:18]1=[O:20])([CH3:27])[CH3:24]

Participants

6

Reactant 4

HCID 180Acetone2×HCID 222AmmoniaHCID 702EthanolHCID 178515303HCID 178515303, compound

Product 1

HCID 178439760HCID 178439760, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Ammonia is passed up to saturation into a suspension of 0.4 g. (1.6 mmol) 2-(4-pyridyl)-6,7-dihydro-3H,5H-pyrrolo[2,3-f]benzimidazol-6-one in 20 ml. ethanol and 10 ml. acetone and the reaction mixture then stirred for 2 hours at 60° C. Subsequently, a further 10 ml. acetone are added thereto and stirring continued for 4 hours at 60° C., whereafter the reaction mixture is evaporated, the residue is taken up in ethanol, acidified and suction filtered from the precipitate. The residue obtained is dissolved in water and rendered neutral and the crystals obtained are filtered off with suction and recrystallised from isopropanol/ethyl acetate. Yield: 40 mg. (9% of theory); m.p.>300° C.

Workup

  1. customis evaporated
  2. filtrationsuction filtered from the precipitate
  3. customThe residue obtained
  4. customthe crystals obtained
  5. filtrationare filtered off with suction
  6. customrecrystallised from isopropanol/ethyl acetate

Sources & evidence

ORD record
ord-cd4cbace959d4e77bd229e133abc3e6c
Source dataset
uspto-grants-1987_05
Patent number
US04666923

Reaction notes

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