Sulfuric Acid → HCID 10181111, compound

HRID 457734Notes

Reaction equation

HRID 457734 reaction equation
[S:1](=[O:5])(=[O:4])([OH:3])[OH:2].[CH3:6][O:7][C:8]1[CH:9]=[C:10]([C:14]2([CH2:24][CH2:25][CH2:26][N:27]([CH3:29])[CH3:28])[C:19]([CH3:21])([CH3:20])[CH2:18][C:17](=[O:22])[NH:16][C:15]2=[O:23])[CH:11]=[CH:12][CH:13]=1>C(O)C>[S:1](=[O:3])(=[O:2])([OH:5])[OH:4].[CH3:6][O:7][C:8]1[CH:9]=[C:10]([C:14]2([CH2:24][CH2:25][CH2:26][N:27]([CH3:29])[CH3:28])[C:19]([CH3:21])([CH3:20])[CH2:18][C:17](=[O:22])[NH:16][C:15]2=[O:23])[CH:11]=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 409143-[3-(Dimethylamino)propyl]-3-(3-methoxyphenyl)-4,4-dimethyl-2,6-piperidinedione

Product 1

HCID 10181111HCID 10181111, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A cooled solution of sulphuric acid (9.8 g) in ethanol (100 cm3) was mixed into an ethanol solution of 3(3-methoxyphenyl)-3-(3-dimethylaminopropyl)-4,4-dimethylpiperidine-2,6-dione (AGN 2979) (33.25 g). Substantially immediately after mixing, the solvent was evaporated under reduced pressure and the residue recrystallised from ethanol to yield AGN 2979 bisulphate as crystals having a melting point of 164° C. After storage for a prolonged period in a non-air tight container, a sample had a portion which melted at 110° C. but the bulk of the sample melted at 164° C., indicating the presence of a hydrate.

Workup

  1. additionSubstantially immediately after mixing
  2. customthe solvent was evaporated under reduced pressure
  3. customthe residue recrystallised from ethanol

Sources & evidence

ORD record
ord-e343f886fa684c2e9b4e0073740577cd
Source dataset
uspto-grants-2007_03
Patent number
US07189742B2

Reaction notes

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