Hydrochloric Acid → HCID 22048467, compound

HRID 1830811Notes

Reaction equation

HRID 1830811 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([C:18]([C:20]4[CH:24]=[CH:23][O:22][CH:21]=4)=[O:19])[CH:16]=3)[N:11]=[C:10]([O:25]C)[CH:9]=2)[CH:5]=[CH:6][CH:7]=1.Cl.[NH4+].[OH-]>C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([C:18]([C:20]4[CH:24]=[CH:23][O:22][CH:21]=4)=[O:19])[CH:16]=3)[NH:11][C:10](=[O:25])[CH:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14923Ammonium HydroxideHCID 22048489HCID 22048489, compound

Product 1

HCID 22048467HCID 22048467, compoundYield 98.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of (intermediate 25) (0.0434 mol) in THF (160 ml) and HCl 3N (160 ml) was stirred and refluxed overnight. The mixture was poured out into ice water and alkalized with a concentrated NH4OH solution. The precipitate was filtered off, washed with water and dried, yielding 15 g (98.7%) of 4-(3-chlorophenyl)-6-(3-furanylcarbonyl)-2(1H)-quinolinone (intermediate 26), melting point >250° C.

Workup

  1. temperaturerefluxed overnight
  2. filtrationThe precipitate was filtered off
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-b1cf2b172e9142e8ab60723cb0fbcdb2
Source dataset
uspto-grants-2006_06
Patent number
US07067531B2

Reaction notes

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