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Formaldehyde → 1-isopropyl-6,7-dihydro-4-phenyl-furo[3,2-g]quinazolin-2(1H)-one

HRID 1658288
Notes
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Reaction equation

HRID 1658288 reaction equation
[CH:1]([N:4]1[C:13]2[C:8](=[CH:9][C:10]3[CH2:16][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=[O:23])([CH3:3])[CH3:2].O1CCOCC1.[Mn]([O-])(=O)(=O)=O.[K+].C=O>O>[CH:1]([N:4]1[C:13]2[C:8](=[CH:9][C:10]3[CH2:16][CH2:15][O:14][C:11]=3[CH:12]=2)[C:7]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)=[N:6][C:5]1=[O:23])([CH3:3])[CH3:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 712FormaldehydeHCID 312751,4-DioxaneHCID 516875Potassium PermanganateHCID 215289561-isopropyl-4-phenyl-3,4,6,7-tetrahydro-furo[3,2-g] quinazolin-2(1H)-one

Product 1

HCID 215289481-isopropyl-6,7-dihydro-4-phenyl-furo[3,2-g]quinazolin-2(1H)-one

Reagents, catalysts & solvents 1

HCID 962
Water
Solvent

Procedure

To a stirred solution of 3.2 g. of 1-isopropyl-3,4,6,7-tetrahydro-4-phenyl-furo[3,2-g]quinazolin-2(1H)-one in 150 ml. of dioxane cooled to 8°±5°C. is added dropwise a solution of 2.0 g. of potassium permanganate in 130 ml. of water. After the addition is completed 1.5 ml. of formalin solution is added. The resulting precipitated solids are removed by filtration and the filtrate concentrated in vacuo to give an oil of 1-isopropyl-6,7-dihydro-4-phenyl-furo[3,2-g]quinazolin-2(1H)-one.

Workup

  1. additionis added dropwise a solution of 2.0 g
  2. additionAfter the addition
  3. customThe resulting precipitated solids
  4. customare removed by filtration
  5. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-c4e174fc1482444db3d31dc6d9a3eb6d
Source dataset
uspto-grants-1976_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US03963717

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes