Semicarbazide hydrochloride → HCID 59332679, compound

HRID 387300Notes

Reaction equation

HRID 387300 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[N:10]2CCCC2)=[C:4]([N+:15]([O-:17])=[O:16])[CH:3]=1.Cl.N[NH:20][C:21]([NH2:23])=[O:22]>CO.O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8]/[CH:9]=[N:10]/[NH:20][C:21]([NH2:23])=[O:22])=[C:4]([N+:15]([O-:17])=[O:16])[CH:3]=1

Participants

5

Reactant 2

HCID 11236Semicarbazide hydrochlorideHCID 5908071HCID 5908071, compound

Product 1

HCID 59332679HCID 59332679, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a stirred solution of 1-[(E)-2-(4-fluoro-2-nitrophenyl)ethenyl]pyrrolidine (77.25 g, 0.327 mol) in warm MeOH (500 mL) was added a solution of semicarbazide HCl (38.3 g, 0.343 mol) in warm water (200 mL). The reaction mixture was stirred at room temperature for 1 h and was then cooled in ice and filtered. The solid was washed with cold 1:1 MeOH/water (2×30 mL) and dried to give 71 g (90% over two steps) of the title compound.

Workup

  1. temperaturewas then cooled in ice
  2. filtrationfiltered
  3. washThe solid was washed with cold 1:1 MeOH/water (2×30 mL)
  4. customdried

Sources & evidence

ORD record
ord-3cd8637decb045e69650d6ff5ae62aed
Source dataset
uspto-grants-2013_02
Patent number
US08372875B2

Reaction notes

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