Nitric Acid → Quetiapine Nitrate

HRID 421567

Reaction equation

HRID 421567 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.[N+:28]([O-:31])([OH:30])=[O:29]>CC(C)=O>[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.[N+:28]([O-:31])([O-:30])=[O:29]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 5002Quetiapine

Product 1

HCID 86647094Quetiapine NitrateYield 80.8%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Quetiapine free base (5.0 g) was dissolved in acetone (50 ml) at room temperature. This was followed by the addition of 68 to 72% nitric acid (0.7 g) at 20 to 25° C. The resulting precipitated solid was stirred for 1 hour. The precipitated product was collected by filtration, washed with acetone (15 ml) and dried to give the title compound as white powder (4.0 g).

Workup

  1. customThe resulting precipitated solid
  2. filtrationThe precipitated product was collected by filtration
  3. washwashed with acetone (15 ml)
  4. customdried

Sources & evidence

ORD record
ord-bf4fd07b135d4045b967766573be7751
Source dataset
uspto-grants-2012_01
Patent number
US08101597B2

Linked notes

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