Dichloromethane → HCID 23471631, compound

HRID 128027Notes

Reaction equation

HRID 128027 reaction equation
ClC1[CH:3]=[CH:4][C:5]([NH:16][CH3:17])=[C:6]([CH:15]=1)[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:8].[CH3:18][N:19]=[C:20]=[O:21].[CH2:22]([Cl:24])Cl>>[Cl:24][C:22]1[CH:15]=[C:6]2[C:5](=[CH:4][CH:3]=1)[N:16]([CH3:17])[C:20](=[O:21])[N:19]([CH3:18])[C:7]2([OH:8])[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 12228Methyl IsocyanateHCID 139252-(Methylamino)-5-chlorobenzophenone

Product 1

HCID 23471631HCID 23471631, compoundYield 47%

Procedure

A solution of 12.3 g (0.05 mole) of 5-chloro-2-methylaminobenzophenone and 6 ml (0.1 mole) of methyl isocyanate in 50 ml of methylene chloride was refluxed for 3 days, and then cooled. The solid portion of the reaction mixture was collected on a filter and washed with methylene chloride to give 7.05 g (47%) of 6-chloro-3,4-dihydro-4-hydroxy-1,3-dimethyl-4-phenyl-2(1H)-quinazolinone as light yellow crystals; mp 174°-176°; 1H nmr (DMSO-d6) δ 2.67 ppm (s, 3H), 3.38 ppm (s, 3H), 6.8-7.7 ppm (m, 9H).

Workup

  1. temperaturecooled
  2. customThe solid portion of the reaction mixture was collected on
  3. filtrationa filter
  4. washwashed with methylene chloride

Sources & evidence

ORD record
ord-69c7614c92f24d848250faefb8fef5df
Source dataset
uspto-grants-1981_03
Patent number
US04258187

Reaction notes

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