Sodium Carbonate → HCID 58624190, compound

HRID 349502

Reaction equation

HRID 349502 reaction equation
[CH3:1][O:2][C:3](=[O:24])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[C:6]([NH:12][C:13](=[NH:23])[C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][CH:15]=2)[CH:5]=1.[O-]Cl.[Na+].C([O-])([O-])=O.[Na+].[Na+]>CO>[CH3:1][O:2][C:3]([C:4]1[C:5]2[N:23]=[C:13]([C:14]3[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][CH:15]=3)[NH:12][C:6]=2[C:7]([O:10][CH3:11])=[CH:8][CH:9]=1)=[O:24]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 23665760Sodium HypochloriteHCID 178498286HCID 178498286, compound

Product 1

HCID 58624190HCID 58624190, compoundYield 46.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-[(4-nitro-benzimidoyl)-amino]-4-methoxy-benzoic acid methyl ester (1.63 g, 4.95 mmol) was dissolved in 50% methanol, and 5% NaOCl was added dropwise thereto at room temperature. After checking the reaction by TLC, Na2CO3 (1.05 g, 9.38 mmol) seas added dropwise thereto and refluxed for 40 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 (0.75 g, 2.28 mmol) in a yield of 46%.

Workup

  1. customat room temperature
  2. additionadded dropwise
  3. temperaturerefluxed for 40 min
  4. extractionextracted with ethyl acetate
  5. concentrationthe extract was concentrated under a reduced pressure
  6. customThe resulting residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-f504fecf8c0247e4ae3d761ac9265e77
Source dataset
uspto-grants-2007_02
Patent number
US07179832B2

Linked notes

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