4-(4-Methylpiperazin-1-yl)aniline → HCID 86619578, compound

HRID 2236584Notes

Reaction equation

HRID 2236584 reaction equation
CO[CH:3]=[C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7](=O)[NH:6][C:5]1=O.[CH3:16][N:17]1[CH2:22][CH2:21][N:20]([C:23]2[CH:28]=[CH:27][C:26]([NH2:29])=[CH:25][CH:24]=2)[CH2:19][CH2:18]1>CN(C)C=O>[CH3:16][N:17]1[CH2:18][CH2:19][N:20]([C:23]2[CH:28]=[CH:27][C:26]([NH:29]/[CH:3]=[C:4]3\[CH2:5][N:6]=[CH:7][C:8]4[C:13]\3=[CH:12][CH:11]=[CH:10][CH:9]=4)=[CH:25][CH:24]=2)[CH2:21][CH2:22]1

Participants

4

Reactant 2

HCID 7372534-(4-Methylpiperazin-1-yl)anilineHCID 686923374-Methoxymethylene-4H-isoquinoline-1,3-dione

Product 1

HCID 86619578HCID 86619578, compoundYield 98.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
110 °C

Procedure

A mixture of 4-methoxymethylene-4H-isoquinoline-1,3-dione (101.5 mg, 0.5 mmol), 4-(4-methyl-piperazin-1-yl)-phenylamine (95.6 mg, 0.5 mmol) in 1 mL of N,N-dimethylformamide is heated at 110° C. for 1 h. After cooling in the refrigerator, the precipitate is collected, and washed with ether to give 163 mg (90%) of yellow solid mp 245-246° C.; MS (ESI) m/z 363.19 (M+1); Analysis for C21H22N4O2: Calcd: C, 69.59; H, 6.12; N, 15.46. Found: C, 69.49; H, 6.10; N, 15.36.

Workup

  1. temperatureAfter cooling in the refrigerator
  2. customthe precipitate is collected
  3. washwashed with ether

Sources & evidence

ORD record
ord-8962cab5a24541b0b01379b21fc3124c
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

Loading…