Hydrazine → HCID 12582745, compound

HRID 2406134Notes

Reaction equation

HRID 2406134 reaction equation
Cl[C:2]1[N:7]=[N:6][C:5]2[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:4]=2[CH:3]=1.[NH2:14][NH2:15]>N1C=CC=CC=1>[NH:14]([C:2]1[N:7]=[N:6][C:5]2[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:4]=2[CH:3]=1)[NH2:15]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 20441588HCID 20441588, compound

Product 1

HCID 12582745HCID 12582745, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

3-Chloro-5,6,7,8,9,10-hexahydrocycloocta[c]pyridazine (1.36 g) was treated with anhydrous pyridine (10 mL) and anhydrous hydrazine (3 mL) at 100° C. for 5.5 h. The solvent was removed under vacuum and the residue was partitioned between chloroform and saturated aqueous potassium carbonate solution. The organic layer was dried over anhydrous sodium sulfate and concentrated under vacuum to provide 3-hydrazinyl-5,6,7,8,9,10-hexahydrocycloocta[c]pyridazine; 1H NMR (CDCl3, 300 MHz) 6.71 (s, 1H), 3.01 (m, 2H), 2.68 (m, 2H), 1.70-1.85 (m, 4H), 1.40 (m, 4H) ppm; MS (ES) 193 (M+H).

Workup

  1. customThe solvent was removed under vacuum
  2. customthe residue was partitioned between chloroform and saturated aqueous potassium carbonate solution
  3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  4. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-e924e28c20fb4709a2158b463ee7022f
Source dataset
uspto-grants-2014_08
Patent number
US08809347B2

Reaction notes

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