Allyl Mercaptan → HCID 21328022, compound

HRID 614560Notes

Reaction equation

HRID 614560 reaction equation
[N+:1]([C:4]1[CH:10]=[CH:9][C:8](Cl)=[CH:7][C:5]=1[NH2:6])([O-:3])=[O:2].[CH2:12]([SH:15])[CH:13]=[CH2:14]>C(O)C>[N+:1]([C:4]1[CH:10]=[CH:9][C:8]([S:15][CH2:12][CH:13]=[CH2:14])=[CH:7][C:5]=1[NH2:6])([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 13367Allyl MercaptanHCID 742185-Chloro-2-nitroaniline

Product 1

HCID 21328022HCID 21328022, compoundYield 53.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 7 g of 2-nitro-5-chloroaniline in 200 ml of absolute ethanol there is added 4.2 g of allyl mercaptan and 2.5 g of Na-methoxide. Then the mixture is refluxed for three hours, the solvent is evaporated and the residue is chromatographed on neutral alumina (Activity IV). Elution with ether-petroleum ether yields 4.6 g of 2-nitro-5(2-propenylthio)aniline.

Workup

  1. temperatureThen the mixture is refluxed for three hours
  2. customthe solvent is evaporated
  3. customthe residue is chromatographed on neutral alumina (Activity IV)
  4. washElution with ether-petroleum ether

Sources & evidence

ORD record
ord-730f1efb95014f3f9104d3099ce15eab
Source dataset
uspto-grants-1979_03
Patent number
US04145431

Reaction notes

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