Sodium Hydroxide → HCID 65009295, compound

HRID 2201659Notes

Reaction equation

HRID 2201659 reaction equation
O=[C:2]1[CH2:20][C:4]2([CH2:7][CH:6]([CH2:8][NH:9]C(=O)OCC3C=CC=CC=3)[CH2:5]2)[CH2:3]1.O.NN.[OH-].[Na+]>C(O)COCCOCCO>[CH2:5]1[C:4]2([CH2:20][CH2:2][CH2:3]2)[CH2:7][CH:6]1[CH2:8][NH2:9]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24654Hydrazine hydrate (1:1)HCID 71243327HCID 71243327, compound

Product 1

HCID 65009295HCID 65009295, compoundYield 73.1%

Reagents, catalysts & solvents 1

HCID 8172Triethylene GlycolSolvent

Conditions

Temperature
200 °C

Procedure

Compound 4-5 (2 g, 7.32 mmol) and hydrazine monohydrate (0.828 g, 16.5 mmol) and NaOH (0.585 g, 14.63 mmol) were added to triethylene glycol (20 mL) and heated under reflux for 1 hour. Then remove the condenser, heated to 200° C. in an oil bath and maintained for 3 hours, and after cooling purified by column chromatography to give Compound 4-6 (0.67 g, 73% yield).

Workup

  1. temperatureheated
  2. temperatureunder reflux for 1 hour
  3. customThen remove the condenser
  4. temperaturemaintained for 3 hours
  5. temperatureafter cooling
  6. custompurified by column chromatography

Sources & evidence

ORD record
ord-ced3fcf5ce8a46f9a5fef8497faa73c4
Source dataset
uspto-grants-2016_06
Patent number
US09365499B2

Reaction notes

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