Water → HCID 23505652, compound

HRID 1993330Notes

Reaction equation

HRID 1993330 reaction equation
[CH2:1]1[O:20][C:19]2[CH:18]=[CH:17][C:5]([C:6]([C:8]3[CH:13]=[C:12]4[O:14][CH2:15][O:16][C:11]4=[CH:10][CH:9]=3)=O)=[C:4]([NH2:21])[C:3]=2O1.[O-:22][C:23]#[N:24].[Na+].[OH2:26]>CC(O)=O>[CH2:1]1[O:20][C:19]2[CH:3]=[C:4]3[C:5]([C:6]([C:8]4[CH:9]=[CH:10][C:11]5[O:16][CH2:15][O:14][C:12]=5[CH:13]=4)=[N:24][C:23](=[O:22])[NH:21]3)=[CH:17][C:18]=2[O:26]1

Participants

5

Reactant 3

HCID 962Water2×HCID 517096Sodium CyanateHCID 23505692HCID 23505692, compound

Product 1

HCID 23505652HCID 23505652, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

3,4-(Methylenedioxy)-2-amino-4′,5′-(methylenedioxy)benzophenone 15.0 g, 52.63 mmol) was dissolved in AcOH (250 mL) by heating, then sodium cyanate (4.1 g, 63.16 mmol) and water (25 mL) was added. The resulting mixture was stirred at rt for 18 h, then excess water (120 mL) was added. The precipitate was collected by filtration, washed with water, acetone, and dried to give 6,7-methylenedioxy-4-(3,4-methylenedioxyphenyl)-quinazolin-2(1H)-one as yellow solid (15.7 g); mp>300° C. 1H NMR (DMSO) 7.18 (s, 1H), 7.14 (d, J=9.12, 1H), 7.07 (d, J=7.95, 1H), 7.04 (s, 1H), 6.82 (s, 1H), 6.16 (s, 2H), 6.14 (s, 2H), 1.90 (s, 1H). Anal. calcd. for C16H10N2O5(¼)H2O: C, 60.99; H, 3.34; N, 8.90. Found: C, 60.92; H, 3.14; N, 8.47.

Workup

  1. temperatureby heating
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with water, acetone
  4. customdried

Sources & evidence

ORD record
ord-08722e3a098947a1a418581b5a05178c
Source dataset
uspto-grants-2010_01
Patent number
US07652006B2

Reaction notes

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