Hydrazine → HCID 178514366, compound

HRID 252989Notes

Reaction equation

HRID 252989 reaction equation
Cl[C:2]1[CH:7]=[C:6]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[NH:5][N:4]([CH2:14][CH2:15][CH2:16][OH:17])[N:3]=1.[NH2:18][NH2:19]>O1CCOCC1>[NH:18]([C:2]1[CH:7]=[C:6]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[NH:5][N:4]([CH2:14][CH2:15][CH2:16][OH:17])[N:3]=1)[NH2:19]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 178520825HCID 178520825, compound

Product 1

HCID 178514366HCID 178514366, compoundYield 87.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

3-(4-Chloro-6-morpholin-4-yl-triazin-2-yl)-propan-1-ol (19.4 mmol) is dissolved in dioxane (30 mL). To the reaction mixture is added anhydrous hydrazine (10 mL, 300 mmol). The reaction is then heated at reflux for five hours. The solvent is removed under reduced pressure, and the crude solid is dissolved in a mixture of dichloromethane (800 mL) and 10% potassium carbonate (40 mL). The organic layer is isolated, dried with sodium sulfate, and evaporated to yield crude 3-(4-hydrazino-6-morpholin-4-yl-triazin-2-yl)-propan-1-ol (4.3 g., 17 mmol).

Workup

  1. temperatureThe reaction is then heated
  2. temperatureat reflux for five hours
  3. customThe solvent is removed under reduced pressure
  4. dissolutionthe crude solid is dissolved in a mixture of dichloromethane (800 mL) and 10% potassium carbonate (40 mL)
  5. customThe organic layer is isolated
  6. dry with materialdried with sodium sulfate
  7. customevaporated

Sources & evidence

ORD record
ord-b43af2bd181d4336b0a37cf3a152e470
Source dataset
uspto-grants-2011_01
Patent number
US07872005B2

Reaction notes

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