Potassium Hydroxide → 1-(5-(Ethylamino)-2-fluoro-4-nitrophenyl)-4-methylpiperazine

HRID 1974620Notes

Reaction equation

HRID 1974620 reaction equation
[CH2:1]([N:3](C(=O)C)[C:4]1[CH:9]=[C:8]([N:10]2[CH2:15][CH2:14][N:13]([CH3:16])[CH2:12][CH2:11]2)[C:7]([F:17])=[CH:6][C:5]=1[N+:18]([O-:20])=[O:19])[CH3:2].[OH-].[K+]>CO>[CH2:1]([NH:3][C:4]1[C:5]([N+:18]([O-:20])=[O:19])=[CH:6][C:7]([F:17])=[C:8]([N:10]2[CH2:15][CH2:14][N:13]([CH3:16])[CH2:12][CH2:11]2)[CH:9]=1)[CH3:2]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 15751481N-ethyl-4'-fluoro-5'-(4-methyl-1-piperazinyl)-2'-nitroacetanilide

Product 1

HCID 157514821-(5-(Ethylamino)-2-fluoro-4-nitrophenyl)-4-methylpiperazineYield 79.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of N-ethyl-4'-fluoro-5'-(4-methyl-1-piperazinyl)-2'-nitroacetanilide (20 g, 61 mmol) in methanol (160 ml) is treated with an aqueous potassium hydroxide solution (34.6 g, 616 mmol). The solution is heated to 80° for 3 hours and thereafter cooled to room temperature. The crystals obtained are filtered off and washed with water. There are obtained 13.7 g (78.7%) of 1-(5-(ethylamino)-2-fluoro-4-nitrophenyl)-4-methylpiperazine with a m.p. of 149°-150°.

Workup

  1. temperatureThe solution is heated to 80° for 3 hours
  2. customThe crystals obtained
  3. filtrationare filtered off
  4. washwashed with water

Sources & evidence

ORD record
ord-e9dc9a7a981646b2862f5bfe78ff5fb9
Source dataset
uspto-grants-1994_02
Patent number
US05283248

Reaction notes

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