Sodium Hypochlorite → HCID 69134220, compound

HRID 349487Notes

Reaction equation

HRID 349487 reaction equation
[CH3:1][O:2][C:3](=[O:23])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[C:6]([NH:12][C:13](=[NH:22])[C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=2[F:21])[CH:5]=1.[O-]Cl.[Na+]>CO>[CH3:1][O:2][C:3]([C:4]1[C:5]2[N:22]=[C:13]([C:14]3[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=3[F:21])[NH:12][C:6]=2[C:7]([O:10][CH3:11])=[CH:8][CH:9]=1)=[O:23]

Participants

4

Reactant 2

HCID 23665760Sodium HypochloriteHCID 178498284HCID 178498284, compound

Product 1

HCID 69134220HCID 69134220, compoundYield 37.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-[(2,4-difluoro-benzimidoyl)-amino]-4-methoxy-benzoic acid methyl ester (9.5 g, 29.66 mmol) obtained in step 1 was dissolved in 50% methanol and 5% NaOCl (53 ml, 35.71 mmol) was added dropwise thereto at room temperature. After 5 min, Na2l CO3 (6.29 g, 59.34 mmol) was added dropwise thereto and refluxed for 5 min. The resulting solution was cooled to room temperature, extracted with ethyl acetate, and the extract was concentrated under a reduced pressure. The resulting residue was purified by silica gel column chromatography to obtain the title compound (3.50 g, 11.0 mmol) in a yield of 37%.

Workup

  1. customat room temperature
  2. temperaturerefluxed for 5 min
  3. extractionextracted with ethyl acetate
  4. concentrationthe extract was concentrated under a reduced pressure
  5. customThe resulting residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-e2b1687f842343e2bf4a4d97098e9d18
Source dataset
uspto-grants-2007_02
Patent number
US07179832B2

Reaction notes

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