1-Methylpiperazine → HCID 178493009, compound

HRID 1626233Notes

Reaction equation

HRID 1626233 reaction equation
[Br-].[Br:2][C:3]1[CH:4]=[C:5]([O:20][CH3:21])[C:6]2[C:15]([CH:16]=1)=[S+:14][C:13]1[C:8](=[C:9]([O:18][CH3:19])[CH:10]=[C:11](Br)[CH:12]=1)[N:7]=2.[CH3:22][N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1>C(Cl)(Cl)Cl>[Br-:2].[CH3:21][O:20][C:5]1[C:6]2[C:15](=[S+:14][C:13]3[C:8]([N:7]=2)=[C:9]([O:18][CH3:19])[CH:10]=[C:11]([N:26]2[CH2:27][CH2:28][N:23]([CH3:22])[CH2:24][CH2:25]2)[CH:12]=3)[CH:16]=[C:3]([N:26]2[CH2:27][CH2:28][N:23]([CH3:22])[CH2:24][CH2:25]2)[CH:4]=1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 178486946HCID 178486946, compound

Product 1

HCID 178493009HCID 178493009, compoundYield 42.2%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Performed the reaction as described in the literature starting with 3,7-dibromo-1,9-dimethoxyphenothiazin-5-ium bromide (750 mg, 1.54 mmol), N-methylpiperazine (0.848 mL, 7.7 mmol) and chloroform (35 mL). Purified using flash silica gel chromatography to obtain product as a dark blue residue (35 mg, 0.65 mmol, 4% yield).

Workup

  1. customPerformed the reaction
  2. customPurified

Sources & evidence

ORD record
ord-a559e53d3d244ac4a68318cd2f989526
Source dataset
uspto-grants-2014_07
Patent number
US08785434B2

Reaction notes

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