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

HRID 544368Notes

Reaction equation

HRID 544368 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 for2 hours. The solvent is distilled away from the reaction solution under reduced pressure. The residue is recrystallized from tetrahydrofuran-etherto 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 for2 hours
  3. distillationThe solvent is distilled away from the reaction solution under reduced pressure
  4. customThe residue is recrystallized from tetrahydrofuran-etherto

Sources & evidence

ORD record
ord-6a2362cb011a4bbd8dff4f9f854b4b6f
Source dataset
uspto-grants-1984_05
Patent number
US04450115

Reaction notes

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