Hydrazine → HCID 57099057, compound

HRID 569918Notes

Reaction equation

HRID 569918 reaction equation
[NH2:1][NH2:2].[CH2:3]([N:10]1[C:14]2[CH2:15][C:16](=[CH:19]O)[C:17](=O)[C:13]=2[CH:12]=[N:11]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>CO>[CH2:3]([N:10]1[C:14]2[CH2:15][C:16]3[CH:19]=[N:2][NH:1][C:17]=3[C:13]=2[CH:12]=[N:11]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 9321Hydrazine2×HCID 57200472HCID 57200472, compound

Product 1

HCID 57099057HCID 57099057, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Hydrazine (0.07 ml) was added dropwise to an ice-cold solution of 0.5 g of 1-benzyl-5,6-dihydro-5-hydroxymethylene-4(1H) cyclopentapyrazolone in 25 ml of methanol. The solution was heated at reflux for 2 hours and then cooled to room temperature and stirred for 16 hours. An additional 0.07 ml of hydrazine was added and the solution was heated at reflux for 8 hours. Removal of the solvent under reduced pressure gave 1-benzyl-4,7-dihydro-1H-cyclopenta-[1,2-c:3,4-c']dipyrazole as an orange-red solid (86% yield) melting at about 61°-72° C.

Workup

  1. temperatureThe solution was heated
  2. temperatureat reflux for 2 hours
  3. temperaturethe solution was heated
  4. temperatureat reflux for 8 hours
  5. customRemoval of the solvent under reduced pressure

Sources & evidence

ORD record
ord-63c6f173e543490ca4e3e4cd03b283d4
Source dataset
uspto-grants-1988_03
Patent number
US04734430

Reaction notes

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