Phosphoric Acid → HCID 13236307, compound

HRID 1649240Notes

Reaction equation

HRID 1649240 reaction equation
O[CH2:2][CH2:3][N:4]([CH2:16][CH2:17]O)[C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10](=[O:15])[CH2:9][CH2:8]2.[CH3:19][O:20][C:21]1[CH:28]=[CH:27][C:24]([CH2:25][NH2:26])=[CH:23][CH:22]=1.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.P(=O)(O)(O)O.[OH-].[Na+]>O>[CH3:19][O:20][C:21]1[CH:28]=[CH:27][C:24]([CH2:25][N:26]2[CH2:2][CH2:3][N:4]([C:5]3[CH:6]=[C:7]4[C:12](=[CH:13][CH:14]=3)[NH:11][C:10](=[O:15])[CH2:9][CH2:8]4)[CH2:16][CH2:17]2)=[CH:23][CH:22]=1

Participants

7

Reactant 5

HCID 1004Phosphoric AcidHCID 14798Sodium HydroxideHCID 14812Phosphorus oxide (P4O10)HCID 754524-MethoxybenzylamineHCID 20480572HCID 20480572, compound

Product 1

HCID 13236307HCID 13236307, compoundYield 76.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 9 g of 6-[bis(2-hydroxyethyl)amino]-3,4-dihydrocarbostyril, 4.1 g of 4-methoxybenzylamine and 7.6 g of polyphosphoric acid prepared from 3.8 g of phosphorus pentoxide and 3.8 g of phosphoric acid was reacted at 160° to 170° C. for about 6 hours. After allowing to cool, to the reaction mixture was added dropwise about 500 ml of water to dissolve. The solution was neutralized with an aqueous 48% sodium hydroxide solution and extracted with chloroform. After drying the extract over potassium carbonate, chloroform was distilled off. Recrystallization of the residue from ethanol gave 8 g of 6-[4-(4-methoxybenzyl)-1-piperazinyl]-3,4-dihydrocarbostyril, m.p. 196°-198° C., colorless needles.

Workup

  1. customwas reacted at 160° to 170° C. for about 6 hours
  2. temperatureto cool, to the reaction mixture
  3. dissolutionto dissolve
  4. extractionextracted with chloroform
  5. customAfter drying the
  6. extractionextract over potassium carbonate, chloroform
  7. distillationwas distilled off
  8. customRecrystallization of the residue from ethanol

Sources & evidence

ORD record
ord-11674540e5b64aa986c3cf6288534cb1
Source dataset
uspto-grants-1983_11
Patent number
US04415572

Reaction notes

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