Ammonia → HCID 13365245, compound

HRID 462670Notes

Reaction equation

HRID 462670 reaction equation
[CH:1]([C:3]1[CH:13]=[C:12]([CH3:14])[C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[C:5]([CH3:15])[C:4]=1[NH:16][C:17](=O)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[C:24]([F:27])([F:26])[F:25])=O.[NH3:29]>>[F:26][C:24]([F:25])([F:27])[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=1[C:17]1[N:29]=[CH:1][C:3]2[C:4](=[C:5]([CH3:15])[C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[C:12]([CH3:14])[CH:13]=2)[N:16]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 20397053HCID 20397053, compound

Product 1

HCID 13365245HCID 13365245, compoundYield 15%

Procedure

Instead of the compound of formula (II) used in Example 1, ethyl 4-formyl-2,6-dimethyl-3-(o-trifluoromethylbenzoylamino)benzoate was used and reacted with ammonia in the same way as in Example 1. The reaction product was chromatographed on a silica gel column. The solvent was evaporated, and the residue was recrystallized from ethanol to give 2-(o-trifluoromethylphenyl)-7-ethoxycarbonyl-6,8-dimethylquinazoline having a melting point of 68° to 69° C. in a yield of 15%.

Workup

  1. customThe reaction product was chromatographed on a silica gel column
  2. customThe solvent was evaporated
  3. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-7439602a5911438fbf66d2c8061cd58f
Source dataset
uspto-grants-1985_05
Patent number
US04517189

Reaction notes

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