Ammonia → HCID 21328029, compound

HRID 614561Notes

Reaction equation

HRID 614561 reaction equation
[N+:1]([C:4]1[CH:10]=[CH:9][C:8]([S:11]([CH2:13][CH:14]=[CH2:15])=[O:12])=[CH:7][C:5]=1[NH2:6])([O-])=O.[O-]S(S([O-])=O)=O.[Na+].[Na+].N.O>C(O)C>[CH2:13]([S:11]([C:8]1[CH:9]=[CH:10][C:4]([NH2:1])=[C:5]([NH2:6])[CH:7]=1)=[O:12])[CH:14]=[CH2:15]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 962WaterHCID 24489Sodium Dithionite2×HCID 21328026HCID 21328026, compound

Product 1

HCID 21328029HCID 21328029, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a suspension of 0.0075 mole of 2-nitro-5-(2-propenylsulfinyl)aniline in 75 ml of absolute ethanol under N2 there is added a solution of 4.9 g of Na2S2O4, 4.9 ml of concentrated NH3 and 30 ml of water. The mixture is refluxed for 15 minutes and an additional 0.4 g of Na2S2O4 is added. After 15 minutes of reflux the ethanol is evaporated. The aqueous residue is made basic (pH 12) and extracted with dichloromethane. The combined, dried extracts are evaporated and the resulting oily residue is used immediately in the next reaction.

Workup

  1. temperatureThe mixture is refluxed for 15 minutes
  2. customis evaporated
  3. extractionextracted with dichloromethane
  4. customdried extracts
  5. customare evaporated
  6. customthe resulting oily residue is used immediately in the next reaction

Sources & evidence

ORD record
ord-7d3bb406570645878a9f1930c2701643
Source dataset
uspto-grants-1979_03
Patent number
US04145431

Reaction notes

Loading…