Hydrochloric Acid → HCID 13195345, compound

HRID 358495Notes

Reaction equation

HRID 358495 reaction equation
O1[CH2:6][CH2:5][N:4]([C:7]([C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[NH:15][C:14](=[O:19])[CH2:13][CH2:12]3)=[O:8])[CH2:3][CH2:2]1.[CH3:20][O:21][C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][C:29]=1[O:30][CH3:31])[CH2:25][NH2:26].[ClH:32]>>[ClH:32].[CH3:20][O:21][C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][C:29]=1[O:30][CH3:31])[CH2:25][N:26]1[CH2:6][CH2:5][N:4]([C:7]([C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[NH:15][C:14](=[O:19])[CH2:13][CH2:12]3)=[O:8])[CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 313Hydrochloric Acid2×HCID 79832VeratrylamineHCID 131953376-(Morpholine-4-carbonyl)-3,4-dihydroquinolin-2(1H)-one

Product 1

HCID 13195345HCID 13195345, compound

Procedure

2.62 Grams of 6-morpholinocarbonyl-3,4-dihydrocarbostyril and 17.9 g of 3,4-dimethoxybenzylamine were placed in a sealed tube and heated at 170°-200° C. for 5 hours. Then 3,4-dimethoxybenzylamine was removed by distillation under a reduced pressure and the residue thus obtained was treated by means of a silica gel column chromatography, and the objective product was changed to a hydrochloride by adding concentrated hydrochloric acid. Recrystallized from methanol-water to obtain 0.35 g of 6-[4-(3,4-dimethoxybenzyl)-1-piperazinylcarbonyl]-3,4-dihydrocarbostyril monohydrochloride. Colorless granular crystals. Melting point: 240°-242° C. (decomposed)

Workup

  1. temperatureheated at 170°-200° C. for 5 hours
  2. customThen 3,4-dimethoxybenzylamine was removed by distillation under a reduced pressure
  3. customthe residue thus obtained
  4. additionwas treated by means of a silica gel column chromatography
  5. customRecrystallized from methanol-water

Sources & evidence

ORD record
ord-5a0e9ef3ffbb46a8984b3b8156bd0d57
Source dataset
uspto-grants-1984_08
Patent number
US04468402

Reaction notes

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