Sodium Dithionite → HCID 59529800, compound

HRID 1410189Notes

Reaction equation

HRID 1410189 reaction equation
S(S([O-])=O)([O-])=O.[Na+].[Na+].[Cl:9][C:10]1[CH:15]=[CH:14][C:13]([CH:16]([NH:18][C:19](=[O:21])[CH3:20])[CH3:17])=[CH:12][C:11]=1[N+:22]([O-])=O.C([O-])(O)=O.[Na+]>O.CCO>[NH2:22][C:11]1[CH:12]=[C:13]([CH:16]([NH:18][C:19](=[O:21])[CH3:20])[CH3:17])[CH:14]=[CH:15][C:10]=1[Cl:9]

Participants

6

Reactant 3

HCID 24489Sodium Dithionite2×HCID 516892Sodium BicarbonateHCID 59529853N-[1-(4-Chloro-3-nitrophenyl)ethyl]acetamide

Product 1

HCID 59529800HCID 59529800, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of sodium dithionite (1.08 g, 6.1 mmol) in H2O (4 mL) was added to a vigorously stirred mixture of N-[1-(4-chloro-3-nitrophenyl)ethyl]acetamide (0.30 g, 1.2 mmol) in EtOH (20 mL) at 55° C. After 4 h at 55° C. additional sodium dithionite (0.20 g, 1.1 mmol) was added and stirring was continued at 55° C. for 1.5 h. The mixture was allowed to cool and NaHCO3 (aq, sat) was added. The mixture was extracted with EtOAc and the combined extracts were dried over Na2SO4 and concentrated to give the sub-title compound.

Workup

  1. temperatureto cool
  2. extractionThe mixture was extracted with EtOAc
  3. dry with materialthe combined extracts were dried over Na2SO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-f7ee19abb55148fb81c02f1160d00c25
Source dataset
uspto-grants-2014_12
Patent number
US08921405B2

Reaction notes

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