Water → HCID 21328030, compound

HRID 614558Notes

Reaction equation

HRID 614558 reaction equation
[N+:1]([C:4]1[CH:10]=[CH:9][C:8]([S:11][CH2:12][CH:13]=[CH2:14])=[CH:7][C:5]=1[NH2:6])([O-])=O.O>C1C=CC=CC=1.[Fe]>[CH2:12]([S:11][C:8]1[CH:9]=[CH:10][C:4]([NH2:1])=[C:5]([NH2:6])[CH:7]=1)[CH:13]=[CH2:14]

Participants

5

Reactant 2

HCID 962WaterHCID 21328022HCID 21328022, compound

Product 1

HCID 21328030HCID 21328030, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 241BenzeneSolvent

Procedure

To a solution of 4 g of 2-nitro-5-(2-propenylthio)aniline in 200 ml of benzene there is added 4.0 g of activated iron (Sandler and Karo, Organic Functional Group Preparations, Vol. 1, 1968, pp. 339-340), and the mixture is refluxed for three hours. During the reflux period, water is added in small portions every 15 minutes until a total of 20 ml is reached. The solvent is decanted. The iron sludge is extracted with hot benzene and the combined dried benzene fractions are evaporated in vacuo. The resulting residue is stored under nitrogen at 0°.

Workup

  1. temperature339-340), and the mixture is refluxed for three hours
  2. customThe solvent is decanted
  3. extractionThe iron sludge is extracted with hot benzene
  4. customthe combined dried benzene fractions are evaporated in vacuo
  5. customis stored under nitrogen at 0°

Sources & evidence

ORD record
ord-6c3266d3323d4de693c02a48e9526785
Source dataset
uspto-grants-1979_03
Patent number
US04145431

Reaction notes

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