Ammonia → HCID 13365244, compound

HRID 462669Notes

Reaction equation

HRID 462669 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[F:24])=O.[NH3:26]>>[F:24][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=1[C:17]1[N:26]=[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 20397056HCID 20397056, compound

Product 1

HCID 13365244HCID 13365244, compoundYield 28%

Procedure

Instead of the compound of formula (II) used in Example 1, ethyl 4-formyl-2,6-dimethyl-3-(o-fluorobenzoylamino)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 in the same way as in Example 1. The solvent was evaporated, and the residue was recrystallized from ethanol/water to give 2-(o-fluorophenyl)-7-ethoxycarbonyl-6,8-dimethylquinazoline having a melting point of 98° to 100° C. in a yield of 28%.

Workup

  1. customThe reaction product was chromatographed on a silica gel column in the same way as in Example 1
  2. customThe solvent was evaporated
  3. customthe residue was recrystallized from ethanol/water

Sources & evidence

ORD record
ord-9364cc56ff6243789b76f3a652a1b7a2
Source dataset
uspto-grants-1985_05
Patent number
US04517189

Reaction notes

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