Ethanol → HCID 13323163, compound

HRID 1262511Notes

Reaction equation

HRID 1262511 reaction equation
Cl[CH2:2][CH2:3][N:4]1[C:13](=[O:14])[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([Cl:15])[CH:11]=2)[N:6]=[C:5]1Cl.[Cl:17][C:18]1[CH:25]=[CH:24][CH:23]=[CH:22][C:19]=1[CH2:20][NH2:21].C(O)C>CC(N(C)C)=O>[Cl:17][C:18]1[CH:25]=[CH:24][CH:23]=[CH:22][C:19]=1[CH2:20][N:21]1[C:5]2=[N:6][C:7]3[C:12]([C:13](=[O:14])[N:4]2[CH2:3][CH2:2]1)=[CH:11][C:10]([Cl:15])=[CH:9][CH:8]=3

Participants

5

Reactant 3

HCID 702EthanolHCID 666482-ChlorobenzylamineHCID 13309030HCID 13309030, compound

Product 1

HCID 13323163HCID 13323163, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

A solution of 1.0 g. of 3-(2-chloroethyl)-2,6-dichloro-3,4-dihydroquinazolin-4-one and 1.5 g. of 2-chlorobenzylamine in 50 ml. of ethanol and 1.0 ml of dimethylacetamide is stirred and heated at reflux for 12 hours. The solvent is removed by evaporation in vacuo and the residue dissolved in methylene chloride, washed with water, treated with charcoal, filtered and concentrated in vacuo to obtain a solid which is recrystallized from methylene chloride/pentane and filtered to obtain 1-(o-chlorobenzyl)-7-chloro-2,3-dihydro-imidazo[2,1-b]quinazolin-5(1H)-one, m.p. 173°-174° C.

Workup

  1. temperatureheated
  2. temperatureat reflux for 12 hours
  3. customThe solvent is removed by evaporation in vacuo
  4. dissolutionthe residue dissolved in methylene chloride
  5. washwashed with water
  6. additiontreated with charcoal
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo
  9. customto obtain a solid which
  10. customis recrystallized from methylene chloride/pentane
  11. filtrationfiltered

Sources & evidence

ORD record
ord-961fac627d984a5dbf4125946f150b5b
Source dataset
uspto-grants-1984_06
Patent number
US04452787

Reaction notes

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