1-Methylpiperazine → HCID 178480629, compound

HRID 1626257Notes

Reaction equation

HRID 1626257 reaction equation
[Br-].[C:2]([C:6]1[C:19]2[NH2+:18][C:17]3[C:12](=[CH:13][C:14]([Br:20])=[CH:15][CH:16]=3)[S:11][C:10]=2[CH:9]=[C:8](Br)[CH:7]=1)([CH3:5])([CH3:4])[CH3:3].[CH3:22][N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1>C(Cl)(Cl)Cl>[Br-:20].[CH3:22][N:23]1[CH2:28][CH2:27][N:26]([C:8]2[CH:7]=[C:6]([C:2]([CH3:5])([CH3:4])[CH3:3])[C:19]3[C:10]([CH:9]=2)=[S+:11][C:12]2[C:17](=[CH:16][CH:15]=[C:14]([N:26]4[CH2:27][CH2:28][N:23]([CH3:22])[CH2:24][CH2:25]4)[CH:13]=2)[N:18]=3)[CH2:25][CH2:24]1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 67971485HCID 67971485, compound

Product 1

HCID 178480629HCID 178480629, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 1-t-butyl-3,7-dibromophenothiazinium bromide (400 mg, 0.8 mmol) in chloroform (15 mL) kept under argon, 1-methylpiperazine (400 mg, 4.0 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-aa7864b96c244ef1b61da6356e461e92
Source dataset
uspto-grants-2014_07
Patent number
US08785434B2

Reaction notes

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