4-Chlorophenyl Isocyanate → HCID 2805371, compound

HRID 1197448Notes

Reaction equation

HRID 1197448 reaction equation
[CH3:1][NH:2][N:3]1[C:12](=[O:13])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4]1.[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([N:21]=[C:22]=[O:23])=[CH:17][CH:16]=1>ClCCCl>[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22](=[O:23])[N:2]([N:3]2[C:12](=[O:13])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[N:5]=[CH:4]2)[CH3:1])=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 76934-Chlorophenyl IsocyanateHCID 27770863-(Methylamino)quinazolin-4(3H)-one

Product 1

HCID 2805371HCID 2805371, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

A mixture of 3-methylamino-4(3H)quinazolinone (2.00 g, 11.4 mmol) and 4-chlorophenyl isocyanate 2.01 g, 13.1 mmol) in 1,2-dichloroethane is heated at reflux for 72 hours, concentrated in vacuo and diluted with ether. The organic mixture is heated to reflux and filtered. The filter cake is washed with ether and dried to give the title product as a white solid, 3.61 g (96%), mp 186°-188° C.

Workup

  1. temperatureis heated
  2. temperatureat reflux for 72 hours
  3. concentrationconcentrated in vacuo
  4. additiondiluted with ether
  5. temperatureThe organic mixture is heated
  6. temperatureto reflux
  7. filtrationfiltered
  8. washThe filter cake is washed with ether
  9. customdried

Sources & evidence

ORD record
ord-8c00b99990014606888e1f1be734908a
Source dataset
uspto-grants-1994_01
Patent number
US05276038

Reaction notes

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