Acetone → HCID 9853085, compound

HRID 2393302Notes

Reaction equation

HRID 2393302 reaction equation
CC(C)=O.[N:5]1([C:10]2[CH:11]=[CH:12][C:13]([O:49][CH3:50])=[C:14]([CH2:16][N:17]([CH2:44][CH2:45][CH2:46][CH2:47][CH3:48])[C:18]([NH:20][C:21]3[C:26]([CH3:27])=[CH:25][CH:24]=[CH:23][C:22]=3[O:28][CH2:29][CH2:30][CH2:31][N:32]3[CH2:37][CH2:36][N:35]([C:38]4[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=4)[CH2:34][CH2:33]3)=[O:19])[CH:15]=2)[CH:9]=[CH:8][N:7]=[CH:6]1.[ClH:51]>O>[ClH:51].[ClH:51].[N:5]1([C:10]2[CH:11]=[CH:12][C:13]([O:49][CH3:50])=[C:14]([CH2:16][N:17]([CH2:44][CH2:45][CH2:46][CH2:47][CH3:48])[C:18]([NH:20][C:21]3[C:26]([CH3:27])=[CH:25][CH:24]=[CH:23][C:22]=3[O:28][CH2:29][CH2:30][CH2:31][N:32]3[CH2:33][CH2:34][N:35]([C:38]4[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=4)[CH2:36][CH2:37]3)=[O:19])[CH:15]=2)[CH:9]=[CH:8][N:7]=[CH:6]1

Participants

5

Reactant 3

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 9853086HCID 9853086, compound

Product 1

HCID 9853085HCID 9853085, compoundYield 91.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Acetone (84 ml) and water (8.4 ml) were added to N-{5-(1-imidazolyl)-2-methoxyphenyl}methyl-N-(1-pentyl)-N'-[2-{3-(4-phenyl-1-piperazinyl)propoxy}-6-methylphenyl]urea (5.0 g, 8.0 mmol). The mixture was added dropwise with concentrated hydrochloric acid (1.5 ml, 17 mmol) with stirring at room temperature, and then added with seed crystals. After stirring for 3 hours under ice cooling, the precipitated crystals were collected by filtration and dried at 60° C. under reduced pressure to give N-{5-(1-imidazolyl)-2-methoxyphenyl}methyl-N-(1-pentyl)-N'-[2-{3-(4-phenyl-1-piperazinyl)propoxy}-6-methylphenyl]urea dihydrochloride (5.1 g).

Workup

  1. additionadded with seed crystals
  2. stirringAfter stirring for 3 hours under ice cooling
  3. filtrationthe precipitated crystals were collected by filtration
  4. customdried at 60° C. under reduced pressure

Sources & evidence

ORD record
ord-470a96466541447c8ff8232e33cc1472
Source dataset
uspto-grants-1998_09
Patent number
US05807860

Reaction notes

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