Sodium Bicarbonate → HCID 57966825, compound

HRID 420561Notes

Reaction equation

HRID 420561 reaction equation
[Cl:1][C:2]1[CH:28]=[CH:27][C:5]2[N:6]=[C:7]([N:9]3[CH2:14][CH2:13][N:12]([CH2:15][C:16]4C=[CH:20][CH:19]=[C:18](C)[C:17]=4OCOC)[CH2:11][CH2:10]3)[S:8][C:4]=2[CH:3]=1.Cl.[O:30]1[CH2:35][CH2:34]OCC1.C(=O)([O-])O.[Na+]>>[Cl:1][C:2]1[CH:28]=[CH:27][C:5]2[N:6]=[C:7]([N:9]3[CH2:14][CH2:13][N:12]([CH2:15][C:16]4[CH:17]=[CH:18][C:19]([CH3:20])=[C:35]([OH:30])[CH:34]=4)[CH2:11][CH2:10]3)[S:8][C:4]=2[CH:3]=1

Participants

4

Reactant 3

HCID 516892Sodium BicarbonateHCID 204431481,4-Dioxane hydrochlorideHCID 66657724HCID 66657724, compound

Product 1

HCID 57966825HCID 57966825, compound

Conditions

Temperature
60 °C

Procedure

A mixture of 6-chloro-2-[4-(2-methoxymethoxy-3-methylbenzyl)piperazine-1-yl]benzothiazole (1.70 g; 4.067 mmol) and 4N hydrochloric acid/dioxane solution (8.5 ml) was stirred at 60° C. for 2 hours. After cooling, the reaction solution was condensed under reduced pressure. To the residue was added saturated aqueous sodium hydrogencarbonate to be alkaline and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulphate, and evaporated under reduced pressure. The precipitate was washed with diisopropyl ether to give 5-{[4-(6-chlorobenzothiazole-2-yl)piperazine-1-yl]methyl}-2-methylphenol as colorless crystal (1.33 g; 87%).

Workup

  1. temperatureAfter cooling
  2. customcondensed under reduced pressure
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with brine
  5. dry with materialdried over anhydrous sodium sulphate
  6. customevaporated under reduced pressure
  7. washThe precipitate was washed with diisopropyl ether

Sources & evidence

ORD record
ord-6d83ae5662c742378e8564b8c88b748d
Source dataset
uspto-grants-2012_01
Patent number
US08097610B2

Reaction notes

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