1-isopropyl-4-phenyl-6,7-methylenedioxy-3,4-dihydro-2(1H)-quinazolinthione → 1-isopropyl-4-phenyl-6,7-methylenedioxy-2(1H)-quinazolinthione

HRID 1973437Notes

Reaction equation

HRID 1973437 reaction equation
[CH:1]([N:4]1[C:13]2[C:8](=[CH:9][C:10]3[O:16][CH2:15][O:14][C:11]=3[CH:12]=2)[CH:7]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[NH:6][C:5]1=[S:23])([CH3:3])[CH3:2]>[O-2].[O-2].[Mn+4].C(Cl)Cl>[CH:1]([N:4]1[C:13]2[C:8](=[CH:9][C:10]3[O:16][CH2:15][O:14][C:11]=3[CH:12]=2)[C:7]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[N:6][C:5]1=[S:23])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 127894811-isopropyl-4-phenyl-6,7-methylenedioxy-3,4-dihydro-2(1H)-quinazolinthione

Product 1

HCID 127894951-isopropyl-4-phenyl-6,7-methylenedioxy-2(1H)-quinazolinthione

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of 2 grams of 1-isopropyl-4-phenyl-6,7-methylenedioxy-3,4-dihydro-2(1H)-quinazolinthione, 100 ml. of methylene chloride and 4 grams of manganese dioxide is stirred for 48 hours at room temperature. Precipitated solids are removed by filtration and the filtrate evaporated to dryness. The residue is recrystallized from ethyl acetate and then methanol and then eluted with benzene in a silica gel column to give 1-isopropyl-4-phenyl-6,7-methylenedioxy-2(1H)-quinazolinthione, m.p. 202°-205°C.

Workup

  1. customPrecipitated solids
  2. customare removed by filtration
  3. customthe filtrate evaporated to dryness
  4. customThe residue is recrystallized from ethyl acetate
  5. washmethanol and then eluted with benzene in a silica gel column

Sources & evidence

ORD record
ord-74718446bf124ff6957b36c0dc1ec4a0
Source dataset
uspto-grants-1976_12
Patent number
US03997564

Reaction notes

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