Potassium Hydroxide → 9-amino-11-(3-dimethylaminopropylidene)-11H-pyrrolo[2,1-b][3]benzazepine

HRID 1763658Notes

Reaction equation

HRID 1763658 reaction equation
C(OC([NH:6][C:7]1[CH:26]=[CH:25][C:10]2[CH:11]=[CH:12][N:13]3[CH:24]=[CH:23][CH:22]=[C:14]3[C:15](=[CH:16][CH2:17][CH2:18][N:19]([CH3:21])[CH3:20])[C:9]=2[CH:8]=1)=O)C.[OH-].[K+]>CCO>[NH2:6][C:7]1[CH:26]=[CH:25][C:10]2[CH:11]=[CH:12][N:13]3[CH:24]=[CH:23][CH:22]=[C:14]3[C:15](=[CH:16][CH2:17][CH2:18][N:19]([CH3:21])[CH3:20])[C:9]=2[CH:8]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 53769537HCID 53769537, compound

Product 1

HCID 537550839-amino-11-(3-dimethylaminopropylidene)-11H-pyrrolo[2,1-b][3]benzazepine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 9-ethoxycarbonylamino-11-(3-dimethylaminopropylidene)-11H-pyrrolo[2,1-b][3]benzazepine (2.80 g.) in 100 ml. EtOH is added 10 ml. 2 N potassium hydroxide. Reflux is maintained for 42 hours. The volatiles are removed under vacuum and the residue is extracted with chloroform, washed with water, and dried over magnesium sulfate. Evaporation leaves a dark residue that is purified by chromatography on silica gel. Elution with 10% methanol in chloroform yields 9-amino-11-(3-dimethylaminopropylidene)-11H-pyrrolo[2,1-b][3]benzazepine.

Workup

  1. temperatureReflux
  2. temperatureis maintained for 42 hours
  3. customThe volatiles are removed under vacuum
  4. extractionthe residue is extracted with chloroform
  5. washwashed with water
  6. dry with materialdried over magnesium sulfate
  7. customEvaporation
  8. customleaves a dark residue that
  9. customis purified by chromatography on silica gel
  10. washElution with 10% methanol in chloroform

Sources & evidence

ORD record
ord-713c761081e943469f36f8bdd8804093
Source dataset
uspto-grants-1978_09
Patent number
US04112112

Reaction notes

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