Ethanol → HCID 53814510, compound

HRID 1655495Notes

Reaction equation

HRID 1655495 reaction equation
Cl[S:2]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][C:13](=[O:20])[C:14](=[N+:18]=[N-:19])[C:15](=[O:17])[CH3:16])=[CH:7][CH:6]=1)(=[O:4])=[O:3].[CH2:21]([OH:23])[CH3:22].O>C(N(CC)CC)C>[N+:18](=[C:14]([C:15](=[O:17])[CH3:16])[C:13](=[O:20])[CH2:12][CH2:11][C:8]1[CH:9]=[CH:10][C:5]([S:2]([O:23][CH2:21][CH3:22])(=[O:4])=[O:3])=[CH:6][CH:7]=1)=[N-:19]

Participants

5

Reactant 3

HCID 702EthanolHCID 962WaterHCID 53743745HCID 53743745, compound2×

Product 1

HCID 53814510HCID 53814510, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

6-(4-Chlorosulfonylphenyl)-3-diazo-2,4-hexanedione (2.0 g, 6.4 mmol) obtained in Example 3, (3) was stirred in triethylamine (1.5 ml) and ethanol (5 ml) for 16 h at room temperature, then the mixture was poured into H2O and extracted thrice with chloroform. The organic extract was washed with H2O, dried over anhydrous MgSO4 and evaporated under reduced pressure. The residue was chromatographed on silica gel (Wako Gel C-200) with chloroform as eluent to give the title compound as a pale yellow viscous oil; yield: 550 mg.

Workup

  1. extractionextracted thrice with chloroform
  2. extractionThe organic extract
  3. washwas washed with H2O
  4. dry with materialdried over anhydrous MgSO4
  5. customevaporated under reduced pressure
  6. customThe residue was chromatographed on silica gel (Wako Gel C-200) with chloroform as eluent

Sources & evidence

ORD record
ord-917ee152be424e97ac99d45181bb44f3
Source dataset
uspto-grants-1993_10
Patent number
US05250669

Reaction notes

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