1-Methylpiperazine → HCID 178428034, compound

HRID 1626256Notes

Reaction equation

HRID 1626256 reaction equation
[Br-].[CH3:2][C:3]1[C:16]2[NH2+:15][C:14]3[C:9](=[CH:10][C:11]([Br:17])=[CH:12][CH:13]=3)[S:8][C:7]=2[CH:6]=[C:5](Br)[CH:4]=1.[CH3:19][N:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1>C(Cl)(Cl)Cl>[Br-:17].[CH3:19][N:20]1[CH2:25][CH2:24][N:23]([C:5]2[CH:4]=[C:3]([CH3:2])[C:16]3[C:7]([CH:6]=2)=[S+:8][C:9]2[C:14](=[CH:13][CH:12]=[C:11]([N:23]4[CH2:24][CH2:25][N:20]([CH3:19])[CH2:21][CH2:22]4)[CH:10]=2)[N:15]=3)[CH2:22][CH2:21]1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 67464414HCID 67464414, compound

Product 1

HCID 178428034HCID 178428034, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 1-methyl-3,7-dibromophenothiazinium bromide (300 mg, 0.7 mmol) in chloroform (15 mL) kept under argon, 1-methylpiperazine (350 mg, 3.5 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-6152643558f4403e8c6697c7098a233d
Source dataset
uspto-grants-2014_07
Patent number
US08785434B2

Reaction notes

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