Sodium hydride → HCID 19706947, compound

HRID 726561Notes

Reaction equation

HRID 726561 reaction equation
[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:4][N:3]1[CH2:18][CH2:19][OH:20].[H-].[Na+].F[C:24]1[CH:31]=[CH:30][C:27]([CH:28]=[O:29])=[CH:26][CH:25]=1>CS(C)=O.C1C=CC=CC=1>[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:4][N:3]1[CH2:18][CH2:19][O:20][C:24]1[CH:31]=[CH:30][C:27]([CH:28]=[O:29])=[CH:26][CH:25]=1

Participants

6

Reactant 3

HCID 24758Sodium hydrideHCID 680234-FluorobenzaldehydeHCID 19706968HCID 19706968, compound

Product 1

HCID 19706947HCID 19706947, compoundYield 50.4%

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
40 °C

Procedure

1.2 g of 2-(4-oxo-1-phenyl-1,2,3,4-tetrahydroquinazolin-3-yl)ethanol was dissolved in 8 ml of dimethyl sulfoxide. 0.27 g of 60% sodium hydride (oil) was added under ice cooling and the mixture was stirred for one hour at 40° C. Then, 0.84 g of p-fluorobenzaldehyde in 8 ml of benzene was gradually added dropwise and the mixture was allowed to stand room temperature while stirring for one hour. The reaction mixture was processed in the same manner as in the Preparation Example 1 to obtain 0.84 g (yield 50.4%) of the title compound as colorless crystals.

Workup

  1. customto stand room temperature
  2. stirringwhile stirring for one hour
  3. customThe reaction mixture was processed in the same manner as in the Preparation Example 1

Sources & evidence

ORD record
ord-144520801103452cb330f25ca4c86a0b
Source dataset
uspto-grants-1998_01
Patent number
US05710152

Reaction notes

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