Hydrazine hydrate (1:1) → HCID 23132447, compound

HRID 2097355Notes

Reaction equation

HRID 2097355 reaction equation
[Cl:1][C:2]1[CH:27]=[CH:26][C:5]([O:6][CH2:7][C:8]2[CH:9]=[C:10]([CH:23]=[CH:24][CH:25]=2)[CH2:11]C23C=CC=CC2C(NC3=O)=O)=[CH:4][CH:3]=1.O.[NH2:29]N>C1COCC1.CCO>[Cl:1][C:2]1[CH:27]=[CH:26][C:5]([O:6][CH2:7][C:8]2[CH:9]=[C:10]([CH:23]=[CH:24][CH:25]=2)[CH2:11][NH2:29])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 231324422-[3-(4-Chloro-phenoxymethyl)-benzyl]-phthalimide

Product 1

HCID 23132447HCID 23132447, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

2-[3-(4-Chloro-phenoxymethyl)-benzyl]-phthalimide (345 mg, 0.91 mmol) and hydrazine hydrate (0.27 mL, 4.5 mmol) were dissolved in THF (2.5 mL) and EtOH (2.5 mL). The mixture was heated to reflux for 17 h, cooled to r.t. and evaporated to dryness. The residue was suspended in THF (6 mL). The precipitate was filtered and washed with THF (4×3 mL). The filtrate was evaporated to dryness to give the title compound, pure enough for further reactions.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 17 h
  3. customevaporated to dryness
  4. filtrationThe precipitate was filtered
  5. washwashed with THF (4×3 mL)
  6. customThe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-d7f38881d3e64a7f93546eedaabfd339
Source dataset
uspto-grants-2013_05
Patent number
US08450348B2

Reaction notes

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