Triethylamine → (4-Methylpiperazin-1-yl)(4-nitrophenyl)methanone

HRID 858307Notes

Reaction equation

HRID 858307 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8](Cl)=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH3:13][N:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1.C(N(CC)CC)C>ClCCl>[CH3:13][N:14]1[CH2:19][CH2:18][N:17]([C:8]([C:7]2[CH:11]=[CH:12][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)=[O:9])[CH2:16][CH2:15]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 85024-Nitrobenzoyl chlorideHCID 531671-Methylpiperazine

Product 1

HCID 716396(4-Methylpiperazin-1-yl)(4-nitrophenyl)methanone

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 20.0 g 4-nitrobenzoylchloride in 100 ml dichloromethane is added dropwise to a solution of 12.0 ml of N-methylpiperazine and 30 ml of triethylamine in 600 ml of dichloromethane at ambient temperature. The reaction solution is stirred for one hour, then washed three times with water, dried with sodium sulphate and evaporated to dryness. The residue is stirred with tert-butylmethylether and dried at 40° C.

Workup

  1. washwashed three times with water
  2. dry with materialdried with sodium sulphate
  3. customevaporated to dryness
  4. stirringThe residue is stirred with tert-butylmethylether
  5. customdried at 40° C.

Sources & evidence

ORD record
ord-c03818e2745b4b029ce3744add452195
Source dataset
uspto-grants-2006_12
Patent number
US07148249B2

Reaction notes

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