Hydrochloric Acid → HCID 22728600, compound

HRID 2084996Notes

Reaction equation

HRID 2084996 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([F:9])[CH:8]=1)[NH2:5].Cl[C:11]1[C:12](=[O:25])[NH:13][C:14](=[O:24])[C:15]=1[C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[C:17]=1[F:23].Cl>CO>[F:1][C:2]1[CH:3]=[C:4]([NH:5][C:11]2[C:12](=[O:25])[NH:13][C:14](=[O:24])[C:15]=2[C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[C:17]=2[F:23])[CH:6]=[C:7]([F:9])[CH:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 965953,5-DifluoroanilineHCID 22728626HCID 22728626, compound

Product 1

HCID 22728600HCID 22728600, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 3,5-difluoroaniline (161 mg, 0.00125 mol) and 3-chloro-4-(2,3-di-fluorophenyl)-1H-pyrrole-2,5-dione (122 mg, 0.0005 mol) in methanol (2 mL) was heated in a sealed tube at 65° C. for 8 days. The mixture was acidified with aqueous hydrochloric acid (1M) and extracted with ethyl acetate. The combined organic solutions were washed with water and brine, dried with magnesium sulphate, evaporated and the residue triturated with hexane-dichloromethane (95:5 v/v) to afford the title compound as a solid.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe combined organic solutions were washed with water and brine
  3. dry with materialdried with magnesium sulphate
  4. customevaporated
  5. customthe residue triturated with hexane-dichloromethane (95:5 v/v)

Sources & evidence

ORD record
ord-5bd7cb3a838743cdb36b087a86442037
Source dataset
uspto-grants-2004_04
Patent number
US06719520B2

Reaction notes

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