Hydrochloric Acid → HCID 19045227, compound

HRID 1781366Notes

Reaction equation

HRID 1781366 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 6 N 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. 1H 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-898d32e6ca3b42fd8dca89c85c0414f7
Source dataset
uspto-grants-1997_05
Patent number
US05633247

Reaction notes

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