Acetic Acid → HCID 23505626, compound

HRID 991539Notes

Reaction equation

HRID 991539 reaction equation
C1CO[C:16]23[O:17][CH2:18][O:19][C:15]2=[CH:14][C:5]([C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=O)=[C:4]([NH2:22])[CH:3]3O1.[O-:23][C:24]#[N:25].[Na+].[OH2:27].[CH3:28][C:29]([OH:31])=O>>[CH2:18]1[O:17][C:16]2[CH:3]=[C:4]3[C:5]([C:6]([C:8]4[CH:9]=[CH:10][C:11]5[O:27][CH2:28][CH2:29][O:31][C:12]=5[CH:13]=4)=[N:25][C:24](=[O:23])[NH:22]3)=[CH:14][C:15]=2[O:19]1

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 962Water2×HCID 517096Sodium CyanateHCID 68675897HCID 68675897, compound

Product 1

HCID 23505626HCID 23505626, compound

Procedure

3,4-(Ethylenedioxy)-2-amino-4,5-(methylenedioxy)benzophenone (15.0 g, 52.63 mmol) was dissolved in AcOH (250 mL) by heating. To this reaction mixture was added sodium cyanate (4.1 g, 63.16 mmol) and water (25 mL). The resulting mixture was then stirred at room temp. open to the air. After stirring for 18 h. excess water (120 mL) was added. The precipitate as collected by filtration. The precipitate was washed with water, and dried to give a 6,7-methylenedioxy-4-(3,4-ethylenedioxyphenyl)quinazolin-2(1H)-one as yellow solid (15.7 g); C16H10N2O5; mp >300° C. 1H NMR (DMSO) δ 11.80 (s, 1H), 7.11 (s, 1H), 7.08 (d, J=2.4 Hz, 1H), 6.98-7.02 (m, 2H), 6.79 (s, 1H), 6.14 (s, 2H), 4.30 (s, 4H).

Workup

  1. temperatureby heating
  2. additionwas added
  3. filtrationThe precipitate as collected by filtration
  4. washThe precipitate was washed with water
  5. customdried

Sources & evidence

ORD record
ord-e229574d08884e5b90ff35119a24b137
Source dataset
uspto-grants-2002_10
Patent number
US06465472B1

Reaction notes

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