N,N-Dimethylaniline → HCID 19383098, compound

HRID 2254118Notes

Reaction equation

HRID 2254118 reaction equation
P(Cl)(Cl)([Cl:3])=O.CN(C)C1C=CC=CC=1.[F:15][C:16]([F:29])([F:28])[C:17]1[NH:26][C:25](=O)[C:24]2[CH2:23][CH2:22][CH2:21][CH2:20][C:19]=2[N:18]=1.C(OCC)C>C1(C)C=CC=CC=1.O>[Cl:3][C:25]1[C:24]2[CH2:23][CH2:22][CH2:21][CH2:20][C:19]=2[N:18]=[C:17]([C:16]([F:29])([F:28])[F:15])[N:26]=1

Participants

7

Reactant 4

HCID 949N,N-DimethylanilineHCID 3283Diethyl EtherHCID 24813Phosphorus oxychlorideHCID 1357422392-(Trifluoromethyl)-5,6,7,8-tetrahydroquinazolin-4-ol

Product 1

HCID 19383098HCID 19383098, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

To a mixture of 6.0 mL of phosphorus oxychloride and 1.0 mL of dimethylaniline in 20 mL of toluene was added 3.0 g of 5,6,7,8-tetrahydro-2-trifluoromethyl-4-quinazolone. The resulting mixture was refluxed for 3 hours and then cooled to room temperature. The reaction mixture was poured into a ice cold mixture of diethyl ether and water. The organic layer was recovered washed with brine, dried over anhydrous magnesium sulfate, filtered and evaporated to yield the product as a brown solid (3.46 g).

Workup

  1. temperatureThe resulting mixture was refluxed for 3 hours
  2. customThe organic layer was recovered
  3. washwashed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-a70defb6d06048fa94e214d6e5ba3dee
Source dataset
uspto-grants-1993_08
Patent number
US05234936

Reaction notes

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