2-Chlorobenzothiazole → 2-Benzothiazolyl 3-piperidinopropyl ether

HRID 604384Notes

Reaction equation

HRID 604384 reaction equation
[N:1]1([CH2:7][CH2:8][CH2:9][O-:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Na+].Cl[C:13]1[S:14][C:15]2[CH:21]=[CH:20][CH:19]=[CH:18][C:16]=2[N:17]=1>O1CCCC1>[N:1]1([CH2:7][CH2:8][CH2:9][O:10][C:13]2[S:14][C:15]3[CH:21]=[CH:20][CH:19]=[CH:18][C:16]=3[N:17]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 119872-ChlorobenzothiazoleHCID 23694275Sodium 3-piperidinopropanolate

Product 1

HCID 97955912-Benzothiazolyl 3-piperidinopropyl ether

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Sodium 3-piperidinopropanolate (5 mmol) and 5 mmol of 2-chlorobenzothiazole in 20 ml of dry tetrahydrofurane were refluxed for 12 hours. The suspension was filtered and the solvent evaporated under reduced pressure. The product was crystallized with oxalic acid from diethyl ether/ethanol.

Workup

  1. filtrationThe suspension was filtered
  2. customthe solvent evaporated under reduced pressure
  3. customThe product was crystallized with oxalic acid from diethyl ether/ethanol

Sources & evidence

ORD record
ord-aa97bd1dfcb1454d9bb914ada6e17f53
Source dataset
uspto-grants-2011_03
Patent number
US07910605B2

Reaction notes

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