Sodium Iodide → HCID 12150198, compound

HRID 1993324Notes

Reaction equation

HRID 1993324 reaction equation
Cl[CH2:2][C:3]1[N:12]=[C:11]([C:13]2[CH:18]=[CH:17][C:16]3[O:19][CH2:20][O:21][C:15]=3[CH:14]=2)[C:10]2[C:5](=[CH:6][C:7]3[O:24][CH2:23][O:22][C:8]=3[CH:9]=2)[N:4]=1.C([O-])(=O)C.[Na+].[Na+].[I-:31]>CC(C)=O>[I:31][CH2:2][C:3]1[N:12]=[C:11]([C:13]2[CH:18]=[CH:17][C:16]3[O:19][CH2:20][O:21][C:15]=3[CH:14]=2)[C:10]2[C:5](=[CH:6][C:7]3[O:24][CH2:23][O:22][C:8]=3[CH:9]=2)[N:4]=1

Participants

5

Reactant 3

HCID 5238Sodium IodideHCID 517045Sodium AcetateHCID 12150202HCID 12150202, compound

Product 1

HCID 12150198HCID 12150198, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A suspension of 2-chloromethyl-6,7-methylenedioxy-4-(3,4-methylenedioxy-phenyl)quinazoline (159 mg, 0.5 mmol) and sodium acetate (82 mg, 1 mmol) in acetone (7 mL) was treated with NaI (90 mg, 0.6 mmol). The mixture was refluxed for 2 h, and then it was poured into ice-water. The precipitated solid was collected by filtration, washed with water, and dried. The crude product was crystallized from EtOAc-hexane to give the title compound as yellow rods (105 mg); mp 155-160° C.; 1H NMR (CDCl3) 7.36 (s, 1H), 7.29 (s, 1H), 7.23 (s, 1H), 7.22 (d, J=6.5, 1H), 6.98 (d, J=8.3, 1H), 6.15 (s, 2H), 6.07 (s, 2H), 4.71 (s, 2H). Anal. calcd. for C17H11N2O4.(¼)H2O: C, 46;50; H, 2.62; N, 6.38. Found: C, 46.43; H, 2.53; N, 6.28.

Workup

  1. temperatureThe mixture was refluxed for 2 h
  2. filtrationThe precipitated solid was collected by filtration
  3. washwashed with water
  4. customdried
  5. customThe crude product was crystallized from EtOAc-hexane

Sources & evidence

ORD record
ord-1d35e4630e834ddebf4f78a603e6df88
Source dataset
uspto-grants-2010_01
Patent number
US07652006B2

Reaction notes

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