1-{4-[2-(3-Cyanopropylidene)hydrazinyl]phenyl}methanesulfonamide → HCID 13286116, compound

HRID 1194766Notes

Reaction equation

HRID 1194766 reaction equation
C(CCC=N[NH:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][S:15]([NH2:18])(=[O:17])=[O:16])=[CH:10][CH:9]=1)#N>C(Cl)(Cl)Cl>[C:8]([CH2:9][C:10]1[C:9]2[C:8](=[CH:13][CH:12]=[C:11]([CH2:14][S:15]([NH2:18])(=[O:16])=[O:17])[CH:10]=2)[NH:7][CH:11]=1)#[N:7]

Participants

3

Reactant 1

HCID 703787711-{4-[2-(3-Cyanopropylidene)hydrazinyl]phenyl}methanesulfonamide

Product 1

HCID 13286116HCID 13286116, compoundYield 22.1%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A suspension of the product of stage (a) (3.1 g) and polyphosphate ester (30 g) in chloroform (60 ml) was heated at reflux for 10 min then poured onto ice and extracted with chloroform (4×20 ml). The combined organic extracts were dried, the solvent evaporated and the resulting oil purified by chromatography (G) to give the title compound as a yellow solid (0.32 g), m.p. 184°-185°.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 10 min
  3. additionthen poured onto ice
  4. extractionextracted with chloroform (4×20 ml)
  5. customThe combined organic extracts were dried
  6. customthe solvent evaporated
  7. customthe resulting oil purified by chromatography (G)

Sources & evidence

ORD record
ord-cfc170e0838c428a8e66417fa6c9778b
Source dataset
uspto-grants-1989_03
Patent number
US04816470

Reaction notes

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