4-Chlorophenyl Isocyanate → HCID 2805371, compound

HRID 1707588Notes

Reaction equation

HRID 1707588 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-57f5c47fc19348f798e4001cb43a3dbc
Source dataset
uspto-grants-1994_10
Patent number
US05354755

Reaction notes

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