Hydrochloric Acid → HCID 19045227, compound

HRID 1591162Notes

Reaction equation

HRID 1591162 reaction equation
C([N:4]1[CH2:9][CH2:8][CH2:7][C:6]2([CH2:13][C:12]3[CH:14]=[C:15]([NH:18][S:19]([CH3:22])(=[O:21])=[O:20])[CH:16]=[CH:17][C:11]=3[O:10]2)[CH2:5]1)(=O)C.[ClH:23]>C(O)C>[ClH:23].[CH3:22][S:19]([NH:18][C:15]1[CH:16]=[CH:17][C:11]2[O:10][C:6]3([CH2:7][CH2:8][CH2:9][NH:4][CH2:5]3)[CH2:13][C:12]=2[CH:14]=1)(=[O:20])=[O:21]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19045219HCID 19045219, compound

Product 1

HCID 19045227HCID 19045227, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 3.6 g (11.09 mmole) of 1'-Acetyl-2,3-dihydro-5-methanesulfonamidospiro(benzofuran-2,3'-piperidine) in 100 mL ethanol was treated with 50 mL 6N hydrochloric acid and heated to reflux for 18 hours. The reaction was concentrated to dryness and the residue crystallized from ethanol to give 2.77 g of products mp=243°-244° C. 'H NMR (DMSO) δ9.6 (brs, 1H), 9.4 (s, 1H), 7.11 (d, J=1.6 Hz, 1H), 7.0 (dd, J=1.6, 8.5 Hz), 6.70 (d, J=8.5 Hz, 1H), 3.5-2.8 (m, 6H), 2.88 (s, 3H), 2.0-1.30 (m, 4H).

Workup

  1. temperatureheated
  2. temperatureto reflux for 18 hours
  3. concentrationThe reaction was concentrated to dryness
  4. customthe residue crystallized from ethanol

Sources & evidence

ORD record
ord-3ab86b87224947d2a60f89083ccb6a8d
Source dataset
uspto-grants-1993_04
Patent number
US05206240

Reaction notes

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