Hydrazine hydrate (1:1) → HCID 20042542, compound

HRID 1762202Notes

Reaction equation

HRID 1762202 reaction equation
[N+:1]([C:4]1[C:9]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[CH2:18][N:19]2C(=O)C3=CC=CC=C3C2=O)=[CH:8][CH:7]=[CH:6][N:5]=1)([O-:3])=[O:2].O.NN>C(O)C>[NH2:19][CH2:18][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[CH2:11][O:10][C:9]1[C:4]([N+:1]([O-:3])=[O:2])=[N:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 14368439HCID 14368439, compound

Product 1

HCID 20042542HCID 20042542, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-nitro-3-(2-phthalimidomethylbenzyloxy)pyridine (2.71 g) and hydrazine hydrate (1.05 g) in ethanol (54 ml) was refluxed for 1.5 hours. After cooling, precipitates were filtered off, and the filtrate was evaporated under reduced pressure. The resultant residue was dissolved in diethyl ether and insoluble materials were filtered off. The solvent was evaporated under reduced pressure to give 3-(2-aminomethylbenzyloxy)-2-nitropyridine (1.75 g).

Workup

  1. temperatureAfter cooling
  2. customprecipitates
  3. filtrationwere filtered off
  4. customthe filtrate was evaporated under reduced pressure
  5. dissolutionThe resultant residue was dissolved in diethyl ether
  6. filtrationinsoluble materials were filtered off
  7. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-76188966e7ab444ea6667aed5088702e
Source dataset
uspto-grants-1989_05
Patent number
US04831041

Reaction notes

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