Potassium Hydroxide → HCID 19092346, compound

HRID 487604Notes

Reaction equation

HRID 487604 reaction equation
C(O[C:4]([NH:6][C:7]1[CH:31]=[C:30]([S:32](=[O:35])(=[O:34])[NH2:33])[CH:29]=[CH:28][C:8]=1[C:9]([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][N:16]1[CH2:21][CH:20]=[C:19]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH2:18][CH2:17]1)=[O:10])=[O:5])C.[OH-].[K+]>C(O)C>[C:22]1([C:19]2[CH2:18][CH2:17][N:16]([CH2:15][CH2:14][CH2:13][CH2:12][N:11]3[C:9](=[O:10])[C:8]4[C:7](=[CH:31][C:30]([S:32](=[O:34])(=[O:35])[NH2:33])=[CH:29][CH:28]=4)[NH:6][C:4]3=[O:5])[CH2:21][CH:20]=2)[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 19092339HCID 19092339, compound

Product 1

HCID 19092346HCID 19092346, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-ethoxycarbonylamino-4-sulfamoyl-N-[4-(4-phenyl-1,2,3,6-tetrahydropyridin-1-yl)butyl]benzamide (0.16 g), potassium hydroxide (54 mg) and ethanol (10 ml) was stirred under reflux for 4 hours. After evaporation of the solvent, a small amount of water was added and the solution was neutralized with 1N hydrochloric acid. The precipitated materials were collected, triturated with ethanol and recrystallized from ethanol to give crystals of 3-[4-(4-phenyl-1,2,3,6-tetrahydropyridin-1-yl)butyl]-7-sulfamoyl-1,2,3,4-tetrahydroquinazoline-2,4-dione (63

Workup

  1. temperatureunder reflux for 4 hours
  2. customAfter evaporation of the solvent
  3. additiona small amount of water was added
  4. customThe precipitated materials were collected
  5. customtriturated with ethanol
  6. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-420c28703ac847928b138d1184f6b9ef
Source dataset
uspto-grants-1994_03
Patent number
US05296487

Reaction notes

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