Hydrochloric Acid → HCID 20310621, compound

HRID 1438724Notes

Reaction equation

HRID 1438724 reaction equation
C(S)C.[H-].[Na+].[H][H].C[O:9][C:10]1[CH:24]=[CH:23][C:13]2[CH:14]=[CH:15][N:16]3[CH:22]=[CH:21][CH:20]=[C:17]3[C:18](=[O:19])[C:12]=2[CH:11]=1.Cl>CN(C)C=O>[OH:9][C:10]1[CH:24]=[CH:23][C:13]2[CH:14]=[CH:15][N:16]3[CH:22]=[CH:21][CH:20]=[C:17]3[C:18](=[O:19])[C:12]=2[CH:11]=1

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 6343EthanethiolHCID 24758Sodium hydrideHCID 20310673HCID 20310673, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20310621HCID 20310621, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

Ethanethiol (0.62 g., 10 mmoles), dissolved in dimethyl formamide (10 ml.) is added to a suspension of sodium hydride (0.5 g. of 50% oil dispersion) in dry dimethyl formamide (5 ml.). The mixture is stirred until all hydrogen has evolved and 9-methoxy-11H-pyrrolo[2,1-b][3]benzazepin-11-one (2.26 g., 10 mmoles) is added. The solution is refluxed for a period of 3 hours. The cooled reaction mixture is acidified with 0.2N HCl and extracted with chloroform. The organic layer is washed with water, dried over sodium sulfate and concentrated to yield 9-hydroxy-11-H-pyrrolo[2,1-b] [3]benzazepin-11-one.

Workup

  1. temperatureThe solution is refluxed for a period of 3 hours
  2. customThe cooled reaction mixture
  3. extractionextracted with chloroform
  4. washThe organic layer is washed with water
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-10fbcebd32c04314802cfbae4352abe2
Source dataset
uspto-grants-1977_11
Patent number
US04056536

Reaction notes

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