Hydrazine → Tridecanoic acid hydrazide

HRID 1756980Notes

Reaction equation

HRID 1756980 reaction equation
[C:1]([O:15]C)(=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13].[NH2:17][NH2:18]>C(O)C>[C:1]([NH:17][NH2:18])(=[O:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 15608Methyl tridecanoate

Product 1

HCID 10823265Tridecanoic acid hydrazide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of tridecanoic acid, methyl ester (24.63 g, 0.1078 mol), and anhydrous hydrazine (3.40 mL, 0.108 mol) in absolute ethanol (150 mL) was stirred at room temperature for 24 hours, then refluxed 2 days. The solution was allowed to cool, and the solid that crystallized was filtered off, washed, and dried in vacuo; yield 18.6 g (75%); mp 101°-104° C.

Workup

  1. temperaturerefluxed 2 days
  2. temperatureto cool
  3. customthe solid that crystallized
  4. filtrationwas filtered off
  5. washwashed
  6. customdried in vacuo

Sources & evidence

ORD record
ord-5fc0d5762ffd4d18bc2f34cdbe8cbbae
Source dataset
uspto-grants-1995_08
Patent number
US05441975

Reaction notes

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