Hydrazine hydrate (1:1) → HCID 86626617, compound

HRID 2405127Notes

Reaction equation

HRID 2405127 reaction equation
[NH2:1][C:2]([NH:4][CH2:5][CH2:6][CH2:7][C:8]([O:10]C)=O)=[S:3].O.[NH2:13][NH2:14]>CO>[NH:13]([C:8](=[O:10])[CH2:7][CH2:6][CH2:5][NH:4][C:2]([NH2:1])=[S:3])[NH2:14]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 54208869HCID 54208869, compound

Product 1

HCID 86626617HCID 86626617, compoundYield 72.91%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 4-[(aminocarbothioyl)amino]butanoate (176.24 mg; 1.00 mmol; 1.00 eq.) (prepared from methyl 3-aminobutanoate, hydrochloride salt (Fluka), following procedure D) is dissolved in MeOH (10.00 ml). Hydrazine hydrate (2.97 ml; 48.89 mmol; 48.89 eq.) is added. The reaction mixture is stirred 5 hours under reflux and overnight at RT. Solvents are evaporated. The resulting oil is dissolved in MeOH and EtOH is added. A white product precipitates. It is filtrated and washed with EtOH, affording N-(4-hydrazino-4-oxobutyl)thiourea (128.5 mg; 72.91%). HPLC, Rt: 6.50 min (purity: 86.9%).

Workup

  1. customSolvents are evaporated
  2. dissolutionThe resulting oil is dissolved in MeOH
  3. additionEtOH is added
  4. customA white product precipitates
  5. filtrationIt is filtrated
  6. washwashed with EtOH

Sources & evidence

ORD record
ord-4eba2a08fffa4ed282694f6946bcb707
Source dataset
uspto-grants-2014_08
Patent number
US08802861B2

Reaction notes

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