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

HRID 1576517Notes

Reaction equation

HRID 1576517 reaction equation
[CH:1]([NH:4][C:5]1[CH:18]=[C:17]2[O:19][CH2:20][O:21][C:16]2=[CH:15][C:6]=1[CH:7](O)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)([CH3:3])[CH3:2].[S-:22][C:23]#[N:24].[NH4+]>C(O)(=O)C>[CH:1]([N:4]1[C:5]2[C:6](=[CH:15][C:16]3[O:21][CH2:20][O:19][C:17]=3[CH:18]=2)[CH:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[NH:24][C:23]1=[S:22])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 15666Ammonium thiocyanateHCID 215113612-Isopropylamino-4,5-methylenedioxybenzhydrol

Product 1

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

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 1 gram of 2-isopropylamino-4,5-methylenedioxybenzhydrol and 28 mls. glacial acetic acid is added 2 grams of ammonium thiocyanate. The resultant mixture is stirred at room temperature for 24 hours to solid precipitates and is removed by filtration. The filtrate is evaporated to dryness and the residual solid taken up in chloroform. This solution is washed with water, dried and evaporated to dryness. The resulting solid is recrystallized from ethyl acetate to yield 1-isopropyl-4-phenyl-6,7-methylenedioxy-3,4-dihydro-2[1H]-quinazolinthione m.p. 214°-218°C.

Workup

  1. customprecipitates
  2. customis removed by filtration
  3. customThe filtrate is evaporated to dryness
  4. washThis solution is washed with water
  5. customdried
  6. customevaporated to dryness
  7. customThe resulting solid is recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-9d640453bbae42b787e3872951db5d38
Source dataset
uspto-grants-1976_09
Patent number
US03981890

Reaction notes

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