1-Methylpiperazine → HCID 178439366, compound

HRID 1626259Notes

Reaction equation

HRID 1626259 reaction equation
[Br-].[CH:2]([C:5]1[C:18]2[NH2+:17][C:16]3[C:11](=[CH:12][C:13]([Br:19])=[CH:14][CH:15]=3)[S:10][C:9]=2[CH:8]=[C:7](Br)[CH:6]=1)([CH3:4])[CH3:3].[CH3:21][N:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1>C(Cl)(Cl)Cl>[Br-:19].[CH3:21][N:22]1[CH2:27][CH2:26][N:25]([C:7]2[CH:6]=[C:5]([CH:2]([CH3:4])[CH3:3])[C:18]3[C:9]([CH:8]=2)=[S+:10][C:11]2[C:16](=[CH:15][CH:14]=[C:13]([N:25]4[CH2:26][CH2:27][N:22]([CH3:21])[CH2:23][CH2:24]4)[CH:12]=2)[N:17]=3)[CH2:24][CH2:23]1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 67465259HCID 67465259, compound

Product 1

HCID 178439366HCID 178439366, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 1-i-propyl-3,7-dibromophenothiazinium bromide (200 mg, 0.42 mmol) in chloroform (10 mL) kept under argon, 1-methylpiperazine (290 mg, 2.9 mmol) was added (30 min) with vigorous stirring. The mixture was stirred for 3 h and after that extracted once with aqueous HBr (10 mL, 1% v/v) and twice with water. The organic layer was dried (Na2SO4), concentrated and dried under vacuum. Compound was purified by flash chromatography (solvent system: dichloromethane-methanol).

Workup

  1. extractionafter that extracted once with aqueous HBr (10 mL, 1% v/v) and twice with water
  2. dry with materialThe organic layer was dried (Na2SO4)
  3. concentrationconcentrated
  4. customdried under vacuum
  5. customCompound was purified by flash chromatography (solvent system: dichloromethane-methanol)

Sources & evidence

ORD record
ord-9879b0a96ba048db85b79a1db242f1c1
Source dataset
uspto-grants-2014_07
Patent number
US08785434B2

Reaction notes

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