Hydrazine → HCID 12582745, compound

HRID 452385Notes

Reaction equation

HRID 452385 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-e6b22206c71b4fb8be9b03cdd8fda318
Source dataset
uspto-grants-2013_07
Patent number
US08492373B2

Reaction notes

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