Diethylamine → HCID 11009931, compound

HRID 1598536Notes

Reaction equation

HRID 1598536 reaction equation
[CH2:1]([NH:3][CH2:4][CH3:5])[CH3:2].[Cl:6][C:7]1[N:16]=[C:15](Cl)[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]=1>C(OCC)C>[Cl:6][C:7]1[N:16]=[C:15]([N:3]([CH2:4][CH3:5])[CH2:1][CH3:2])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]=1

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 2528862,4-Dichloroquinazoline

Product 1

HCID 11009931HCID 11009931, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

10.4 ml of diethylamine in 10 ml of diethyl ether were added dropwise to a solution of 10.0 g of 2,4-dichloroquinazoline in 400 ml of diethyl ether and the mixture was stirred for 3 h at room temperature. After distillation of the solvent under vacuum, the residue was taken up with 200 ml of methanol and stirred with 10 g of basic ion exchanger (®Lewatit M600) for 3 h. The ion exchanger was filtered off and the filtrate was concentrated to dryness on a rotary evaporator. The residue was taken up with 200 ml of dichloromethane and the solution was washed with twice 50 ml of water. After the organic phase had been dried over magnesium sulfate and the solvent stripped off, the crude product was treated with 50 ml of diethyl ether/petroleum ether (1/1) and left to crystallize at 4° C. overnight.

Workup

  1. distillationAfter distillation of the solvent under vacuum
  2. stirringstirred with 10 g of basic ion exchanger (®Lewatit M600) for 3 h
  3. filtrationThe ion exchanger was filtered off
  4. concentrationthe filtrate was concentrated to dryness on a rotary evaporator
  5. washthe solution was washed with twice 50 ml of water
  6. dry with materialAfter the organic phase had been dried over magnesium sulfate
  7. additionthe crude product was treated with 50 ml of diethyl ether/petroleum ether (1/1)
  8. waitleft
  9. customto crystallize at 4° C. overnight

Sources & evidence

ORD record
ord-48525ced1e9c448f88d2f7ee11975f9d
Source dataset
uspto-grants-1998_04
Patent number
US05739127

Reaction notes

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