Methanol → HCID 178456511, compound

HRID 248061Notes

Reaction equation

HRID 248061 reaction equation
[CH2:1]([N:4]1[C:12](=[O:13])[C:11]2[N:10]=[C:9]([CH:14]([CH3:27])[CH2:15][C:16]3[CH:21]=[CH:20][C:19]([S:22][CH2:23][C:24]([OH:26])=[O:25])=[CH:18][CH:17]=3)[NH:8][C:7]=2[N:6]([CH2:28][CH2:29][CH3:30])[C:5]1=[O:31])[CH2:2][CH3:3].S(=O)(=O)(O)O.[CH3:37]O>C(OCC)C>[CH2:1]([N:4]1[C:12](=[O:13])[C:11]2[N:10]=[C:9]([CH:14]([CH3:27])[CH2:15][C:16]3[CH:21]=[CH:20][C:19]([S:22][CH2:23][C:24]([O:26][CH3:37])=[O:25])=[CH:18][CH:17]=3)[NH:8][C:7]=2[N:6]([CH2:28][CH2:29][CH3:30])[C:5]1=[O:31])[CH2:2][CH3:3]

Participants

5

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 178456509HCID 178456509, compound

Product 1

HCID 178456511HCID 178456511, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
60 °C

Procedure

Dissolve 2-[4-[2-(2,3,6,9-tetrahydro-1,3-dipropyl-2,6-dioxo-1H-purin-8-yl)propyl]phenylthio]acetic acid (88.8 g, 0.2 mol) in methanol (500 mL) and treat with concentrated sulfuric acid (0.5 mL). Heat to 60° C. for 16 hours, cool and reduce the solvent by 50% in vacuo. Dilute with ethyl ether (500 mL), wash with saturated sodium hydrogen carbonate, then brine. Dry (MgSO4) and evaporate the solvent in vacuo to give the title compound.

Workup

  1. temperaturecool
  2. washwash with saturated sodium hydrogen carbonate
  3. dry with materialDry (MgSO4)
  4. customevaporate the solvent in vacuo

Sources & evidence

ORD record
ord-260adfe7372e46d09d29bf081896ae0a
Source dataset
uspto-grants-1993_05
Patent number
US05208240

Reaction notes

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