Sulfuric Acid → HCID 131718354, compound

HRID 487607Notes

Reaction equation

HRID 487607 reaction equation
C(S(N[C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[NH:13][C:12](=[O:17])[N:11](CCCCN1CC=C(C3C=CC=CC=3)CC1)[C:10]2=[O:34])(=O)=O)C.[S:35](=[O:39])(=[O:38])([OH:37])[OH:36]>CO.C(Cl)(Cl)Cl>[S:35]([OH:39])([OH:38])(=[O:37])=[O:36].[NH:13]1[C:14]2[CH:9]([CH2:8][CH2:7][CH2:16][CH:15]=2)[C:10](=[O:34])[NH:11][C:12]1=[O:17]

Participants

5

Reactant 2

HCID 1118Sulfuric AcidHCID 9956902HCID 9956902, compound

Product 1

HCID 131718354HCID 131718354, compoundYield 175%

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 6212ChloroformSolvent

Procedure

To a solution of 6-ethylsulfonylamino-3-[4-(4-phenyl-1,2,3,6-tetrahydropyridin-1-yl)butyl]-1,2,3,4-tetrahydroquinazoline-2,4-dione (40.9 g) in 10% methanol in chloroform (800 ml) was added a solution of sulfuric acid (10.1 g) in methanol (100 ml) over 15 minutes at 25° C. After evaporation of the solvent, the crystalline residue was recrystallized from 10% water in acetonitrile (600 ml) to give 6-ethylsulfonylamino-3-[4-(4-phenyl-1,2,3,6=tetrahydropyridin-1-yl)butyl]-1,2,3,4=tetrahydroquinazoline-2,4-dione sulfate (39.2 g) as pale brown crystals.

Workup

  1. customAfter evaporation of the solvent
  2. customthe crystalline residue was recrystallized from 10% water in acetonitrile (600 ml)

Sources & evidence

ORD record
ord-93f11a33678c496a9b22ca054a071321
Source dataset
uspto-grants-1994_03
Patent number
US05296487

Reaction notes

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