Hydrochloric Acid → HCID 23042895, compound

HRID 2165519Notes

Reaction equation

HRID 2165519 reaction equation
[CH:1]1[C:6]2[O:7][C:8]3[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=3[CH2:10][NH:11][C:5]=2[CH:4]=[CH:3][N:2]=1.C(=O)([O-])[O-].[Na+].[Na+].[ClH:22].[C:23](OC(=O)C)(=[O:25])[CH3:24]>C(O)C>[ClH:22].[C:23]([N:11]1[CH2:10][C:9]2[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=2[O:7][C:6]2[CH:1]=[N:2][CH:3]=[CH:4][C:5]1=2)(=[O:25])[CH3:24]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 10340Sodium CarbonateHCID 23042894HCID 23042894, compound

Product 1

HCID 23042895HCID 23042895, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 5,6-dihydropyrido[3,4-b][1,4]benzoxazepine (2.8 g) in acetic anhydride (15 ml) was stirred for one hr at ambient temperature. The reaction mixture was poured over ice, basified with sodium carbonate solution and extracted with ether. The organic extract was washed with water, saturated sodium chloride solution, dried over anhydrous magnesium sulfate, filtered, and evaporated. The residue was purified by flash chromatography (silica, ethyl acetate) to give 3 g (88%) of producet, mp 130°-133° C. The product was converted to the hydrochloride salt by treatment with ethereal hydrogen chloride in ethanol. Recrystallization from ethanol-ether gave the analytical sample, mp 225°-227° C. (dec).

Workup

  1. additionThe reaction mixture was poured over ice
  2. extractionextracted with ether
  3. extractionThe organic extract
  4. washwas washed with water, saturated sodium chloride solution
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customevaporated
  8. customThe residue was purified by flash chromatography (silica, ethyl acetate)
  9. customto give 3 g (88%) of producet, mp 130°-133° C
  10. customRecrystallization from ethanol-ether
  11. customgave the analytical sample, mp 225°-227° C. (dec)

Sources & evidence

ORD record
ord-0d2609c383d942e28db53d340ac32920
Source dataset
uspto-grants-1990_07
Patent number
US04940704

Reaction notes

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