Water → HCID 178517436, compound

HRID 1605688Notes

Reaction equation

HRID 1605688 reaction equation
[CH:1]1([C:7]([C:9]2[CH:14]=[C:13]([Cl:15])[CH:12]=[CH:11][C:10]=2[NH:16][C:17](=[O:22])C(Cl)(Cl)Cl)=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C([N:25](CC)CC)C.C([O-])(=O)C.[NH4+].O>CS(C)=O>[CH:1]1([C:7]2[C:9]3[C:10](=[CH:11][CH:12]=[C:13]([Cl:15])[CH:14]=3)[NH:16][C:17](=[O:22])[N:25]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 517165Ammonium AcetateHCID 12427468HCID 12427468, compound

Product 1

HCID 178517436HCID 178517436, compoundYield 100.7%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

To a solution of 7.66 g of 2-trichloroacetamido-5-chlorophenyl cyclohexyl ketone in 150 ml of dimethyl sulfoxide was added 4.0 g of triethylamine and 7.71 g of ammonium acetate. The mixture was left at room temperature for 1 day, and poured into 700 ml of water. The resulting precipitate was collected by filtration, washed with water and dried to obtain 5.29 g of 4-cyclohexyl-6-chloro-2(1H)-quinazolinone, which was recrystallized from chloroform to give colorless needles, m.p. 269.5°-270.5°C.

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-f541464d626e469fa243d5047fb7714b
Source dataset
uspto-grants-1976_04
Patent number
US03950526

Reaction notes

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