Hydrazine → HCID 191145, compound

HRID 723171Notes

Reaction equation

HRID 723171 reaction equation
[CH3:1][S:2]([CH2:5][CH2:6][CH2:7][CH2:8][N:9]1C(=O)C2C(=CC=CC=2)C1=O)(=[O:4])=[O:3].NN>CCO>[CH3:1][S:2]([CH2:5][CH2:6][CH2:7][CH2:8][NH2:9])(=[O:4])=[O:3]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 21886590HCID 21886590, compound

Product 1

HCID 191145HCID 191145, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-(4-methanesulfonyl-butyl)-isoindole-1,3-dione ((Example 201: step b) 0.866 g, 3.08 mmol) in EtOH (30 mL) was treated with hydrazine and stirred at room temperature 18 h. The solid precipitate was removed by filtration and the filtrate was concentrated in vacuo. To remove any excess hydrazine, the resulting waxy solid was titrated with toluene and with THF and placed under high vacuum overnight to afford the product (0.400 g, 86%) as a waxy, off-white solid. 1NMR (MeOD): δ 3.153 (dd, 2H, J=8.8 Hz, J=0.0 Hz), 2.962 (s, 3H), 2.582 (dd, 2H, J=7.6 Hz, J=0.0 Hz), 1.811 (m, 2H) 1.747 (m, 2H).

Workup

  1. customThe solid precipitate was removed by filtration
  2. concentrationthe filtrate was concentrated in vacuo
  3. customTo remove any excess hydrazine
  4. customplaced under high vacuum overnight

Sources & evidence

ORD record
ord-2022070d85c040668449f45476588c6e
Source dataset
uspto-grants-2006_11
Patent number
US07138530B2

Reaction notes

Loading…