Ammonium Acetate → HCID 21082043, compound

HRID 346974Notes

Reaction equation

HRID 346974 reaction equation
ClC(Cl)(Cl)[C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([C:12](=[O:20])[C:13]2[CH:18]=[CH:17][C:16]([I:19])=[CH:15][CH:14]=2)=[CH:8][C:7]=1[C:21](=O)[C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([Cl:28])[CH:23]=1)=[O:4].C([O-])(=O)C.[NH4+:36]>CS(C)=O>[Cl:28][C:24]1[CH:23]=[C:22]([C:21]2[C:7]3[C:6](=[CH:11][CH:10]=[C:9]([C:12](=[O:20])[C:13]4[CH:18]=[CH:17][C:16]([I:19])=[CH:15][CH:14]=4)[CH:8]=3)[NH:5][C:3](=[O:4])[N:36]=2)[CH:27]=[CH:26][CH:25]=1

Participants

4

Reactant 2

HCID 517165Ammonium AcetateHCID 21082012HCID 21082012, compound

Product 1

HCID 21082043HCID 21082043, compoundYield 74.3%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of intermediate (37) (0.0285 mol) and ammonium acetate (0.057 mol) in DMSO (180 ml) was stirred at 120 ° C. for 2 hours. The mixture was poured out into ice water. The precipitate was filtered, washed with water (several times) then with CH3CN/diethyl ether and dried at 60° C. under vacuum, yielding 10.3 g (74%) of 4-(3-chlorophenyl)-6-(4-iodobenzoyl)-2(1H)-quinazolinone (intermediate 38).

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed with water (several times)
  3. dry with materialwith CH3CN/diethyl ether and dried at 60° C. under vacuum

Sources & evidence

ORD record
ord-350404d01529413e814eaf6439a42234
Source dataset
uspto-grants-2007_02
Patent number
US07173040B2

Reaction notes

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