Acetic Acid → HCID 19092300, compound

HRID 257777Notes

Reaction equation

HRID 257777 reaction equation
C[O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7](=[O:30])[N:8]([CH2:14][CH2:15][CH2:16][CH2:17][N:18]3[CH2:23][CH:22]=[C:21]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[CH2:20][CH2:19]3)[C:9](=[O:13])[NH:10]2)=[CH:5][CH:4]=1.[BrH:31].C(O)(=O)C>C(O)C>[BrH:31].[OH:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7](=[O:30])[N:8]([CH2:14][CH2:15][CH2:16][CH2:17][N:18]3[CH2:19][CH:20]=[C:21]([C:24]4[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=4)[CH2:22][CH2:23]3)[C:9](=[O:13])[NH:10]2)=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 19092302HCID 19092302, compound

Product 1

HCID 19092300HCID 19092300, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 7-methoxy-3-[4-[4-phenyl-1,2,3,6-tetrahydropyridin-1-yl)butyl]-1,2,3,4-tetrahydroquinazoline-2,4-dione (0.2 g), 47% hydrobromic acid (2.6 ml) and acetic acid (6 ml) was refluxed for 28 hours. After cooling, the reaction mixture was diluted with ethanol and the precipitated crystals were collected. Recrystallization from ethanol afforded 7-hydroxy-3-[4-(4-phenyl-1,2,3,6-tetrahydropyridin-1-yl)butyl]-1,2,3,4-tetrahydroquinazoline-2,4-dione hydrobromide (0.1 g).

Workup

  1. temperaturewas refluxed for 28 hours
  2. temperatureAfter cooling
  3. customthe precipitated crystals were collected
  4. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-5ab82904df664498af529ccf1c0c85cd
Source dataset
uspto-grants-1993_11
Patent number
US05264438

Reaction notes

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