Hydrazine hydrate (1:1) → HCID 13933000, compound

HRID 1066031Notes

Reaction equation

HRID 1066031 reaction equation
O.NN.[CH3:4]/[C:5](/[CH2:19][CH2:20]/[CH:21]=[C:22](\[CH3:34])/[CH2:23][CH2:24]/[CH:25]=[C:26](\[CH3:33])/[CH2:27][CH2:28][CH:29]=[C:30]([CH3:32])[CH3:31])=[CH:6]\[CH2:7][N:8]1C(=O)C2=CC=CC=C2C1=O>CCO>[CH3:4]/[C:5](/[CH2:19][CH2:20]/[CH:21]=[C:22](\[CH3:34])/[CH2:23][CH2:24]/[CH:25]=[C:26](\[CH3:33])/[CH2:27][CH2:28][CH:29]=[C:30]([CH3:32])[CH3:31])=[CH:6]\[CH2:7][NH2:8]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 13932999HCID 13932999, compound

Product 1

HCID 13933000HCID 13933000, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydrazine monohydrate (0.138 ml, 2.86 mmol) was added to a solution of intermediate 34 (0.80 g, 1.9 mmol) in EtOH (90 mL), and the resulting mixture was stirred at room temperature for 24 h. After filtration of a white solid, the solution was evaporated and the residue was extracted with Et2O (2×20 mL). The organic layers were filtered and evaporated to give intermediate 35 (0.520 g, 95%) as an oil, which was used for the following reaction without any further purification; 1H-NMR (CD3OI), 80 Mhz) δ 1.59 (s, 9H, 3×CH3), 1.65 (s, 6H, 2×CH3), 2.02 (m, 12H, 6×CH2), 3.27 (d, 2H, J=7.2 Hz, CH2), 5.12 (br, 3H, 3×CH), 5.25 (t, 1H, J=7.2 Hz, CH); MS (FAB+) m/e 290 (M+H)+.

Workup

  1. filtrationAfter filtration of a white solid
  2. customthe solution was evaporated
  3. extractionthe residue was extracted with Et2O (2×20 mL)
  4. filtrationThe organic layers were filtered
  5. customevaporated

Sources & evidence

ORD record
ord-9ab8a437b4304fb09f2e19e5c773b76b
Source dataset
uspto-grants-2001_06
Patent number
US06242433B1

Reaction notes

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