Hydrazine, dihydrochloride → HCID 67171392, compound

HRID 872933Notes

Reaction equation

HRID 872933 reaction equation
[CH2:1]([N:8]1[CH:12]=[C:11]([C:13](=O)/[CH:14]=[C:15](\[O-])/[C:16]([O:18][CH2:19][CH3:20])=[O:17])[N:10]=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Li+].Cl.Cl.[NH2:26][NH2:27]>C(O)C>[CH2:1]([N:8]1[CH:12]=[C:11]([C:13]2[CH:14]=[C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[NH:27][N:26]=2)[N:10]=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 17548Hydrazine, dihydrochlorideHCID 86714641HCID 86714641, compound

Product 1

HCID 67171392HCID 67171392, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Into a suspension containing lithium (Z)-4-(1-benzyl-1H-imidazol-4-yl)-1-ethoxy-1,4-dioxobut-2-en-2-olate (3.0 g, 9.80 mmol) and ethanol (20 ml), hydrazine dihydrochloride (1.337 g, 12.74 mmol) was added and the resulting mixture was refluxed for 3 h with stirring. The mixture was allowed to cool to RT and the mixture was evaporated. The residue was suspended in ethanol, stirred and filtered. The precipitate was washed with cold ethanol and dried with vacuum at 40° C. 1H-NMR (400 MHz; d6-DMSO): 6, 1.31 (t, 3H), 4.33 (q, 2H), 5.82 (s, 2H), 7.18-7.37 (m, 6H), 8.19 (s, 1H), 9.42 (s, 1H), 14.53 (bs, 1H).

Workup

  1. additionwas added
  2. temperaturethe resulting mixture was refluxed for 3 h
  3. customthe mixture was evaporated
  4. stirringstirred
  5. filtrationfiltered
  6. washThe precipitate was washed with cold ethanol
  7. customdried with vacuum at 40° C

Sources & evidence

ORD record
ord-b4f5b8a224874328a1324ba273422214
Source dataset
uspto-grants-2015_03
Patent number
US08975254B2

Reaction notes

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