Hydrazine hydrate (1:1) → HCID 15572795, compound

HRID 1702501Notes

Reaction equation

HRID 1702501 reaction equation
C([O:3][C:4]([CH2:6][C:7]1[CH:28]=[CH:27][C:10]([O:11][CH2:12][CH:13]([OH:26])[CH2:14][NH:15][CH:16]([CH3:25])[CH2:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:9][CH:8]=1)=O)C.O.[NH2:30][NH2:31]>C(O)C>[NH:30]([C:4]([CH2:6][C:7]1[CH:28]=[CH:27][C:10]([O:11][CH2:12][CH:13]([OH:26])[CH2:14][NH:15][CH:16]([CH3:25])[CH2:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:9][CH:8]=1)=[O:3])[NH2:31]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 15572777HCID 15572777, compound2×

Product 1

HCID 15572795HCID 15572795, compoundYield 42%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In this example, 4 g of 1-(4-ethoxycarbonylmethylphenoxy)-3-(1-methyl-3-phenylpropylamino)-2-propanol (Compound 14) is dissolved in 30 ml of ethanol and 6.1 g of 85% hydrazine hydrate is added thereto. The mixture is heated under reflux for 2 hours. The solvent is distilled away from the reaction solution under reduced pressure. The residue is recrystallized from tetrahydrofuran-ether to obtain 1.6 g of 1-(4-hydrazinocarbonylmethylphenoxy) -3-(1-methyl-3-phenylpropylamino)-2-propanol. (Yield: 42%),

Workup

  1. temperatureThe mixture is heated
  2. temperatureunder reflux for 2 hours
  3. distillationThe solvent is distilled away from the reaction solution under reduced pressure
  4. customThe residue is recrystallized from tetrahydrofuran-ether

Sources & evidence

ORD record
ord-78d67f9110ff4f48a12b9dd475c54d95
Source dataset
uspto-grants-1983_04
Patent number
US04381398

Reaction notes

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