Hydrochloric Acid → HCID 19045476, compound

HRID 1591160Notes

Reaction equation

HRID 1591160 reaction equation
C([N:4]1[CH2:9][CH2:8][C:7]2([CH2:18][CH2:17][C:16]3[C:11](=[CH:12][C:13]([NH:19][S:20]([CH3:23])(=[O:22])=[O:21])=[CH:14][CH:15]=3)[C:10]2=[O:24])[CH2:6][CH2:5]1)(=O)C.[ClH:25]>C(O)C>[ClH:25].[CH3:23][S:20]([NH:19][C:13]1[CH:12]=[C:11]2[C:16]([CH2:17][CH2:18][C:7]3([C:10]2=[O:24])[CH2:8][CH2:9][NH:4][CH2:5][CH2:6]3)=[CH:15][CH:14]=1)(=[O:21])=[O:22]

Participants

4

Reactant 2

HCID 313Hydrochloric Acid2×HCID 19045482HCID 19045482, compound

Product 1

HCID 19045476HCID 19045476, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 0.53 g (1.5 mmoles) 1'-acetyl-3,4-dihydro-7-methanesulfonamido-1-oxospiro[naphthalene-2(1H),4'-piperidine] in 15 ml ethanol and 5 ml 3N hydrochloric acid was heated at reflux for 18 hours. An additional 10 ml 3N hydrochloric acid was added and the solution was heated at reflux for 5 hours, then cooled to room temperature. The solvents were removed in vacuo and the residue was stirred with 3 ml ethanol to give a solid which was filtered off and dried to give 0.35 g (67%) product, m.p. 277°-279° C.

Workup

  1. temperatureat reflux for 18 hours
  2. temperaturethe solution was heated
  3. temperatureat reflux for 5 hours
  4. customThe solvents were removed in vacuo
  5. customto give a solid which
  6. filtrationwas filtered off
  7. customdried

Sources & evidence

ORD record
ord-9a7cff64e91a405ebbf890d16df566a4
Source dataset
uspto-grants-1993_04
Patent number
US05206240

Reaction notes

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