Hydrazine → HCID 54501591, compound

HRID 1417315Notes

Reaction equation

HRID 1417315 reaction equation
[N:1]1([C:6]2[CH:27]=[CH:26][C:9]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][N:15]3C(=O)C4C(=CC=CC=4)C3=O)=[CH:8][CH:7]=2)[CH:5]=[N:4][N:3]=[N:2]1.NN>C(O)C>[N:1]1([C:6]2[CH:7]=[CH:8][C:9]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][NH2:15])=[CH:26][CH:27]=2)[CH:5]=[N:4][N:3]=[N:2]1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 67598186HCID 67598186, compound

Product 1

HCID 54501591HCID 54501591, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 19.4 g of 2-[4-[4-(1H-tetrazol-1-yl)phenoxy]butyl]-1H-isoindole-1,3(2H)-dione (Example 38) in 400 ml boiling ethanol is treated with 3 ml of anhydrous hydrazine, and the mixture stirred at reflux for 16 hours. The precipitate is collected, washed with 200 ml of hot 1.5N HCl, and 50 ml of H2O. The combined ethanol, hydrochloric acid, and water filtrates are taken to dryness in vacuo to give the hydrochloride salt of the title compound. A portion of the salt was recrystallized from hot ethanol, m.p. 197°-198° C. (dec.).

Workup

  1. temperatureat reflux for 16 hours
  2. customThe precipitate is collected
  3. washwashed with 200 ml of hot 1.5N HCl, and 50 ml of H2O

Sources & evidence

ORD record
ord-be7bda1fb04847e8bc6a9ba5b9f71bbd
Source dataset
uspto-grants-1999_03
Patent number
US05877196

Reaction notes

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