Acetic Acid → HCID 19092300, compound

HRID 487605Notes

Reaction equation

HRID 487605 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-245079e9a11b4d91a84e8b6065f20408
Source dataset
uspto-grants-1994_03
Patent number
US05296487

Reaction notes

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