Water → 5-(4-Methylpiperazin-1-yl)-2-nitroaniline

HRID 1777739Notes

Reaction equation

HRID 1777739 reaction equation
F[C:2]1[CH:3]=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([CH:8]=1)[NH2:7].[CH3:12][N:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1.O>CN1C(=O)CCC1>[CH3:12][N:13]1[CH2:18][CH2:17][N:16]([C:2]2[CH:3]=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([NH2:7])[CH:8]=2)[CH2:15][CH2:14]1

Participants

5

Reactant 3

HCID 962WaterHCID 531671-MethylpiperazineHCID 753995-Fluoro-2-nitroaniline

Product 1

HCID 27600345-(4-Methylpiperazin-1-yl)-2-nitroaniline

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 5-fluoro-2-nitroaniline (1 g), 1-methylpiperazine (0.752 mL) and TEA (1.86 mL) in NMP (1.5 mL) was heated at 100° C. in a microwave oven for 20 h. After cooling down, H2O (50 mL) was added, the resulting suspension was stirred for 20 min and filtrated off. The yellow solid was washed with water and dried under high vacuo (1.45 g). LC-MS (B): tR=0.47 min; [M+H]+: 237.19.

Workup

  1. temperatureAfter cooling down
  2. filtrationfiltrated off
  3. washThe yellow solid was washed with water
  4. customdried under high vacuo (1.45 g)

Sources & evidence

ORD record
ord-9400035c68784044a6f8cd840ec65dce
Source dataset
uspto-grants-2016_02
Patent number
US09266876B2

Reaction notes

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