Ethanol → HCID 22387946, compound

HRID 1072865Notes

Reaction equation

HRID 1072865 reaction equation
[C:1]([NH:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([C:12](=[O:17])[NH:13][C:14](=[O:16])[CH3:15])=[CH:8][C:7]=1[N+:18]([O-])=O)(=[O:3])[CH3:2].S(S([O-])=O)([O-])=O.[Na+].[Na+].C(O)C.O>O1CCCC1>[C:1]([NH:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([C:12](=[O:17])[NH:13][C:14](=[O:16])[CH3:15])=[CH:8][C:7]=1[NH2:18])(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 702EthanolHCID 962WaterHCID 24489Sodium DithioniteHCID 22388431HCID 22388431, compound

Product 1

HCID 22387946HCID 22387946, compoundYield 118.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-((N-Acetyl)aminomethyl)-5-((N-acetyl)carbamoyl)-1-nitrobenzene (1.00 g) and sodium hydrosulfite (7.0 g) in a mixture of tetrahydrofuran (5 ml), ethanol (5 ml) and water (20 ml) were heated under reflux for 1 hr. After cooling, the organic layer was separated, dried over sodium sulfate and concentrated. The residue was purified by silica gel column chromatography to give the objective compound (1.06 g).

Workup

  1. temperaturewere heated
  2. temperatureunder reflux for 1 hr
  3. temperatureAfter cooling
  4. customthe organic layer was separated
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated
  7. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-36f94172cfc541eea143e5ebb4ef1d40
Source dataset
uspto-grants-2005_06
Patent number
US06911469B2

Reaction notes

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