Sulfuric Acid → HCID 86647093, compound

HRID 421565

Reaction equation

HRID 421565 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]2[S:15][C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[N:8]=[C:7]([N:16]3[CH2:21][CH2:20][N:19]([CH2:22][CH2:23][O:24][CH2:25][CH2:26][OH:27])[CH2:18][CH2:17]3)[C:5]=2[CH:6]=1.[S:28](=[O:32])(=[O:31])([OH:30])[OH:29]>C(O)(C)C>[CH:1]1[CH:2]=[CH:3][C:4]2[S:15][C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[N:8]=[C:7]([N:16]3[CH2:21][CH2:20][N:19]([CH2:22][CH2:23][O:24][CH2:25][CH2:26][OH:27])[CH2:18][CH2:17]3)[C:5]=2[CH:6]=1.[S:28]([O-:32])([O-:31])(=[O:30])=[O:29]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 5002Quetiapine

Product 1

HCID 86647093HCID 86647093, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
27.5 °C

Procedure

Quetiapine free base (5.0 g) was dissolved in isopropyl alcohol (50 ml) at room temperature. This was followed by addition of 98% sulfuric acid (1.28 g) at 30 to 35° C. The resulting gummy mass was heated to reflux and maintained for 15 minutes. The resulting mass was cooled at 25-30° C. and stirred for 1 hour. The precipitated product was collected by filtration, washed with isopropyl alcohol (25 ml) and dried to give the title compound as off white powder (5.88 g).

Workup

  1. temperatureThe resulting gummy mass was heated
  2. temperatureto reflux
  3. temperaturemaintained for 15 minutes
  4. filtrationThe precipitated product was collected by filtration
  5. washwashed with isopropyl alcohol (25 ml)
  6. customdried

Sources & evidence

ORD record
ord-4d4e834c097e48cd99a19b42b4acf138
Source dataset
uspto-grants-2012_01
Patent number
US08101597B2

Linked notes

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