Sulfuric Acid → HCID 21735928, compound

HRID 1464290Notes

Reaction equation

HRID 1464290 reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[C:6](=[O:31])[NH:7][C:8](=[O:30])[N:9]2[CH2:14][CH2:15][CH2:16][CH2:17][N:18]1[CH2:23][CH:22]=[C:21]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:20][CH2:19]1)([O-:3])=[O:2].[S:32](=[O:36])(=[O:35])([OH:34])[OH:33]>C(Cl)(Cl)Cl.CO>[S:32]([OH:36])([OH:35])(=[O:34])=[O:33].[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[C:6](=[O:31])[NH:7][C:8](=[O:30])[N:9]2[CH2:14][CH2:15][CH2:16][CH2:17][N:18]1[CH2:19][CH:20]=[C:21]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:22][CH2:23]1)([O-:3])=[O:2]

Participants

5

Reactant 2

HCID 1118Sulfuric AcidHCID 19087650HCID 19087650, compound

Product 1

HCID 21735928HCID 21735928, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 6212ChloroformSolvent

Procedure

To a solution of 5-nitro-1-[4-(4-phenyl-1,2,3,6-tetrahydropyridin-1-yl)butyl]-2,4(1H,3H)-quinazolinedione (500 mg) in a mixture of chloroform (9 ml) and methanol (1 ml) was added 2N solution of sulfuric acid in methanol (1.19 ml) at 0° C. After evaporation of the solvent, the crystalline residue was recrystallized from 10% water in ethanol (30 ml) to give 5-nitro-1-[4-(4-phenyl-1,2,3,6-tetrahydropyridin-1-yl)butyl]-2,4(1H,3H)-quinazolinedione sulfate (497 mg) as pale brown crystals.

Workup

  1. customAfter evaporation of the solvent
  2. customthe crystalline residue was recrystallized from 10% water in ethanol (30 ml)

Sources & evidence

ORD record
ord-57d386a185d84cc2b41af7f3a5b38969
Source dataset
uspto-grants-1994_04
Patent number
US05304560

Reaction notes

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