Isopropanol → 2-Morpholino-4-(3,4-methylenedioxybenzyl)amino-6-cyanoquinazoline

HRID 1938540Notes

Reaction equation

HRID 1938540 reaction equation
Cl[C:2]1[N:11]=[C:10]([NH:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]3[O:20][CH2:21][O:22][C:16]=3[CH:15]=2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:23]#[N:24])[CH:8]=2)[N:3]=1.[NH:25]1[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1.C(O)(C)C>O>[O:28]1[CH2:29][CH2:30][N:25]([C:2]2[N:11]=[C:10]([NH:12][CH2:13][C:14]3[CH:19]=[CH:18][C:17]4[O:20][CH2:21][O:22][C:16]=4[CH:15]=3)[C:9]3[C:4](=[CH:5][CH:6]=[C:7]([C:23]#[N:24])[CH:8]=3)[N:3]=2)[CH2:26][CH2:27]1

Participants

5

Reactant 3

HCID 3776IsopropanolHCID 8083MorpholineHCID 211839842-Chloro-4-(3,4-methylenedioxybenzyl)amino-6-cyanoquinazoline

Product 1

HCID 211840382-Morpholino-4-(3,4-methylenedioxybenzyl)amino-6-cyanoquinazolineYield 79.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture comprising 338 mg of 2-chloro-4-(3,4-methylenedioxybenzyl)amino-6-cyanoquinazoline, 435 mg of morpholine and 20 ml of isopropyl alcohol was heated under reflux for 3 hours, followed by the addition of 30 ml of water under heating. The precipitate thus formed was recovered by filtration and washed with 30 ml of water and 30 ml of ethyl acetate. Thus, 310 mg of the title compound was obtained.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 3 hours
  3. temperatureunder heating
  4. customThe precipitate thus formed
  5. filtrationwas recovered by filtration
  6. washwashed with 30 ml of water and 30 ml of ethyl acetate

Sources & evidence

ORD record
ord-e3d8ea580f3d4ff9b4c8eac05a00ac30
Source dataset
uspto-grants-1997_12
Patent number
US05693652

Reaction notes

Loading…