Ethanol → HCID 178431793, compound

HRID 979217Notes

Reaction equation

HRID 979217 reaction equation
Cl.C(O[C:5]([C:7]1([CH3:26])[C:24]2[C:10](=[CH:11][C:12]3[NH:16][C:15]([C:17]4[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=4)=[N:14][C:13]=3[CH:23]=2)[NH:9][C:8]1=[O:25])=[O:6])C.C(O)C.O.[NH2:31][NH2:32]>CO>[NH:31]([C:5]([C:7]1([CH3:26])[C:24]2[C:10](=[CH:11][C:12]3[NH:16][C:15]([C:17]4[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=4)=[N:14][C:13]=3[CH:23]=2)[NH:9][C:8]1=[O:25])=[O:6])[NH2:32]

Participants

5

Reactant 3

HCID 702EthanolHCID 24654Hydrazine hydrate (1:1)HCID 178469347HCID 178469347, compound

Product 1

HCID 178431793HCID 178431793, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 1 g. (2.7 mmol) 7-ethoxycarbonyl-7-methyl-2-(4-pyridyl)-6,7-dihydro-3H,5H-pyrrolo[2,3-f]benzimidazol-6-one hydrochloride in 30 ml. ethanol is stirred at 80° C. for about 8 hours with 6 ml. hydrazine hydrate. Subsequently, the reaction mixture is filtered with suction, the product obtained is boiled up with a solution of 1000 ml. methanol and 500 ml. methylene chloride, concentrated somewhat and the crystals obtained are filtered off with suction, washed with methanol and dried. Yield: 0.6 g. (70% of theory); m.p.>300° C.

Workup

  1. filtrationSubsequently, the reaction mixture is filtered with suction
  2. customthe product obtained
  3. concentrationmethylene chloride, concentrated somewhat
  4. customthe crystals obtained
  5. filtrationare filtered off with suction
  6. washwashed with methanol
  7. customdried

Sources & evidence

ORD record
ord-c1cf679a421249eaa448e5540abd1525
Source dataset
uspto-grants-1987_05
Patent number
US04666923

Reaction notes

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