Sulfuric Acid → HCID 15229552, compound

HRID 1586963Notes

Reaction equation

HRID 1586963 reaction equation
[C:1]1([C:7]2[N:8]=[CH:9][C:10]3[NH:19][C:18]4[CH2:17][CH2:16][C:15]5(OCC[O:20]5)[CH2:14][C:13]=4[C:11]=3[N:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(=O)(=O)(O)O.[OH-].[NH4+]>CO>[C:1]1([C:7]2[N:8]=[CH:9][C:10]3[NH:19][C:18]4[CH2:17][CH2:16][C:15](=[O:20])[CH2:14][C:13]=4[C:11]=3[N:12]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 14923Ammonium HydroxideHCID 9796592HCID 9796592, compound

Product 1

HCID 15229552HCID 15229552, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 2'-Phenyl-6',7',8',9'-tetrahydro-spiro[(1,3)dioxolane2,8'(5H)-indolo[3,2-d]-pyrimidine] (200 mg), 3N sulfuric acid (1.5 mL) and methanol (1.5 mL) was kept at room temperature for 2 days. The reaction mixture was neutralized with 2N ammonium hydroxide and the product was extracted with methylene chloride. After drying over magnesium sulfate, the solvent was remov ed in vacuo and the residue was crystallized froom ether/hexane to afford 2-Phenyl-5,6,7,9-tetrahydro-8H-indolo[3,2-d]pyrimidin-8-one (Compound 30) melting at 246°-247° C.

Workup

  1. extractionthe product was extracted with methylene chloride
  2. dry with materialAfter drying over magnesium sulfate
  3. customthe solvent was remov
  4. customthe residue was crystallized froom ether/hexane

Sources & evidence

ORD record
ord-40672658aa524abbbfd21d0a94873e15
Source dataset
uspto-grants-1993_06
Patent number
US05216159

Reaction notes

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