Hydrazine hydrate (1:1) → HCID 12993142, compound

HRID 539968Notes

Reaction equation

HRID 539968 reaction equation
O=C1C2C(=CC=CC=2)C(=O)[N:3]1[CH2:12][CH2:13][C:14]1([NH:17][C:18](=[O:24])[O:19][C:20]([CH3:23])([CH3:22])[CH3:21])[CH2:16][CH2:15]1.O.NN>C(O)C>[NH2:3][CH2:12][CH2:13][C:14]1([NH:17][C:18](=[O:24])[O:19][C:20]([CH3:22])([CH3:21])[CH3:23])[CH2:15][CH2:16]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 12993141HCID 12993141, compound

Product 1

HCID 12993142HCID 12993142, compoundYield 312.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of tert-butyl 1-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]cyclopropylcarbamate (3.3 g, 2.4 mmol) in ethanol (100 mL) was added hydrazine hydrate (5 mL) and the resulting mixture was heated under reflux for 16 hours. The mixture was filtered and washed with diethyl ether. The filtrate was concentrated in vacuo to afford 1.5 g of the pure compound as an orange oil (yield was 75%).

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 16 hours
  3. filtrationThe mixture was filtered
  4. washwashed with diethyl ether
  5. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-e5dbbde11da14868ae90eab87f296626
Source dataset
uspto-grants-2014_10
Patent number
US08871756B2

Reaction notes

Loading…