130018-91-6 → Cetirizine Hydrochloride

HRID 1072265Notes

Reaction equation

HRID 1072265 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]([CH:7]([N:15]2[CH2:20][CH2:19][N:18]([CH2:21][CH2:22][O:23][CH2:24][C:25]([OH:27])=[O:26])[CH2:17][CH2:16]2)[C:8]2[CH:9]=[CH:10][C:11]([Cl:14])=[CH:12][CH:13]=2)=[CH:5][CH:6]=1.[Na]>O>[ClH:14].[ClH:14].[C:4]1([CH:7]([N:15]2[CH2:20][CH2:19][N:18]([CH2:21][CH2:22][O:23][CH2:24][C:25]([OH:27])=[O:26])[CH2:17][CH2:16]2)[C:8]2[CH:9]=[CH:10][C:11]([Cl:14])=[CH:12][CH:13]=2)[CH:3]=[CH:2][CH:1]=[CH:6][CH:5]=1

Participants

3

Reactant 1

HCID 69793049130018-91-6

Product 1

HCID 55182Cetirizine HydrochlorideYield 71.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

The procedure described in Example 13 is followed with the difference that, after the hydrolysis, the reaction mixture is diluted with 3500 ml of water, cooled to 0° C., the precipitated crystalline cetirizine sodium salt is allowed to sediment for 1 hour, filtered, then dissolved in 1000 ml of water, the pH is adjusted to a value of 3.8 by the addition of hydrochloric acid, then the procedure of Example 13 is continued. Thus, 65.7 g (71.2%) of the title compound are obtained. The purity of the product corresponds to the quality requirements given in Eur. Pharm., 3, 1997, 1084.

Workup

  1. customafter the hydrolysis
  2. filtrationfiltered
  3. dissolutiondissolved in 1000 ml of water
  4. additionthe pH is adjusted to a value of 3.8 by the addition of hydrochloric acid

Sources & evidence

ORD record
ord-d67110e3e9fc45e89804b026766ada2c
Source dataset
uspto-grants-2005_06
Patent number
US06908999B2

Reaction notes

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