N,N-Dimethylethylenediamine → HCID 13646219, compound

HRID 979502Notes

Reaction equation

HRID 979502 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11]2O[C:15](=[O:17])[C:14]3[CH:18]=[CH:19][CH:20]=[CH:21][C:13]=3[N:12]=2)=[CH:5][CH:4]=1.[CH3:22][N:23]([CH3:27])[CH2:24][CH2:25][NH2:26]>C1(C)C(C)=CC=CC=1>[CH3:22][N:23]([CH3:27])[CH2:24][CH2:25][N:26]1[C:15](=[O:17])[C:14]2[C:13](=[CH:21][CH:20]=[CH:19][CH:18]=2)[N:12]=[C:11]1[CH2:10][CH2:9][C:6]1[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 66053N,N-DimethylethylenediamineHCID 2509890HCID 2509890, compound

Product 1

HCID 13646219HCID 13646219, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A mixture of 295 mg (1 mmol) of 2-{2-(4-methoxyphenyl)ethyl}-4H-3,1-benzoxazin-4-one synthesized in the same manner as in Synthesis example 2 and 88 mg (1 mmol) of 2-dimethylaminoethylamine in xylene (5 ml) was heated under reflux for 2 hours. After the xylene was distilled off under reduced pressure, the crude crystals obtained were purified by silica gel column chromatography (eluent; 3% methanol/methylene chloride) to obtain 260 mg (76%) of 3-(2-dimethylaminoethyl)-2-{2-(4-methoxyphenyl)ethyl}- 4(3H)-quinazolinone.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. distillationAfter the xylene was distilled off under reduced pressure
  4. customthe crude crystals obtained
  5. customwere purified by silica gel column chromatography (eluent; 3% methanol/methylene chloride)

Sources & evidence

ORD record
ord-de1cd02d6a984efdb236b8694b86ed4d
Source dataset
uspto-grants-1987_05
Patent number
US04668682

Reaction notes

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