Hydrazine hydrate (1:1) → HCID 118344011, compound

HRID 1753104Notes

Reaction equation

HRID 1753104 reaction equation
[CH3:1][C:2]([CH3:17])([CH3:16])[C:3]([N:5]=[C:6](OCC)[CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])=O.O.[NH2:19][NH2:20]>CO>[C:2]([C:3]1[N:5]=[C:6]([CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])[NH:20][N:19]=1)([CH3:17])([CH3:16])[CH3:1]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 90093768HCID 90093768, compound

Product 1

HCID 118344011HCID 118344011, compoundYield 59.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ethyl 3-[(2,2-Dimethylpropanoyl)imino]-3-ethoxypropanoate (Preparation 117, 40 g, 0.165 mol) was dissolved in methanol (250 mL) and hydrazine hydrate (9.6 mL, 0.196 mol) was added at 0° C. The reaction mixture was stirred for 24 hours. The solvents concentrated in vacuo. The residue was dissolved in water (200 mL), and the solution was extracted with chloroform (3×100 mL). The combined organic extracts were dried over MgSO4 and evaporated to afford the title compound (20.7 g, 59%).

Workup

  1. concentrationThe solvents concentrated in vacuo
  2. dissolutionThe residue was dissolved in water (200 mL)
  3. extractionthe solution was extracted with chloroform (3×100 mL)
  4. dry with materialThe combined organic extracts were dried over MgSO4
  5. customevaporated

Sources & evidence

ORD record
ord-fbfd378dab774adb9034a746c9b26538
Source dataset
uspto-grants-2015_10
Patent number
US09163021B2

Reaction notes

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