Piperazine → 1-(4-Methyl-1,3-thiazol-2-yl)piperazine

HRID 1352278Notes

Reaction equation

HRID 1352278 reaction equation
I[C:2]1[S:3][CH:4]=[C:5]([CH3:7])[N:6]=1.[NH:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1.C(N(CC)CC)C>O1CCCC1>[CH3:7][C:5]1[N:6]=[C:2]([N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[S:3][CH:4]=1

Participants

5

Reactant 3

HCID 4837PiperazineHCID 8471TriethylamineHCID 231545942-Iodo-4-methyl-1,3-thiazole

Product 1

HCID 144798721-(4-Methyl-1,3-thiazol-2-yl)piperazineYield 65%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
160 °C

Procedure

A mixture of 1.33 mmol 2-iodo-4-methyl-thiazole, 4.00 mmol piperazine and 4.00 mmol triethylamine in 4 ml tetrahydrofuran in a sealed tube was heated at 160° C. for 2 h under microwave irradiation. The reaction mixture was concentrated and the residue was purified by chromatography (SiO2, methanol/dichloromethane) to afford the title compound as a yellow oil (yield 65%). MS (m/e): 184.3 (M+H+, 100%).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue was purified by chromatography (SiO2, methanol/dichloromethane)

Sources & evidence

ORD record
ord-f84f7d0b5686488a8da39771159a8688
Source dataset
uspto-grants-2007_05
Patent number
US07220744B2

Reaction notes

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