Hydrazine hydrate (1:1) → HCID 13957274, compound

HRID 2118664Notes

Reaction equation

HRID 2118664 reaction equation
[C:1]1([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:2]([O:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][N:14]2C(=O)C3=CC=CC=C3C2=O)=[CH:3][CH:4]=[CH:5][CH:6]=1.O.NN>C(O)C>[NH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][O:7][C:2]1[C:1]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 20192907HCID 20192907, compound

Product 1

HCID 13957274HCID 13957274, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of N-[6-(2-biphenyloxy)hexyl]phthalimide (15.1 g), ethanol (400 ml) and hydrazine hydrate (30 ml) was heated at reflux for 4 hours, cooled to room temperature, filtered, and evaporated to dryness. The material that remained was stirred with dichloromethane (500 ml), filtered and evaporated to yield 1-amino-6-(2-biphenyloxy) as an oil, which was converted to the hydrochloride salt, (m.p. 86°-88° CC.) according to the method of Example IV.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 4 hours
  3. filtrationfiltered
  4. customevaporated to dryness
  5. filtrationfiltered
  6. customevaporated
  7. customto yield 1-amino-6-(2-biphenyloxy) as an oil, which

Sources & evidence

ORD record
ord-12e0d08ed9044947b8c997b6eab86503
Source dataset
uspto-grants-1987_07
Patent number
US04680300

Reaction notes

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