Semicarbazide hydrochloride → Dimethyl 3-(2-carbamoylhydrazinylidene)-2,2-dimethylbutanedioate

HRID 570543Notes

Reaction equation

HRID 570543 reaction equation
Cl.[NH2:2][NH:3][C:4]([NH2:6])=[O:5].[CH3:7][C:8]([CH3:19])([C:13](=O)[C:14]([O:16][CH3:17])=[O:15])[C:9]([O:11][CH3:12])=[O:10].C([O-])(=O)C.[Na+]>O>[C:4]([NH:3][N:2]=[C:13]([C:14]([O:16][CH3:17])=[O:15])[C:8]([CH3:19])([CH3:7])[C:9]([O:11][CH3:12])=[O:10])(=[O:5])[NH2:6]

Participants

5

Reactant 3

HCID 11236Semicarbazide hydrochlorideHCID 517045Sodium AcetateHCID 85519062Dimethyl 2,2-dimethyl-3-oxobutanedioate

Product 1

HCID 86692110Dimethyl 3-(2-carbamoylhydrazinylidene)-2,2-dimethylbutanedioate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

10 g (90 mmol) of semicarbazide hydrochloride, 15.5 g (82 mmol) of dimethyl 2,2-dimethyl-3-oxobutanedioate and 8.1 g (82 mmol) of sodium acetate were stirred in 135 ml of water at RT overnight and left to stand for two days. The mixture was cooled with ice-water, and the colourless precipitate was filtered off, washed with a little water and dried.

Workup

  1. waitleft
  2. filtrationthe colourless precipitate was filtered off
  3. washwashed with a little water
  4. customdried

Sources & evidence

ORD record
ord-25ae28edba074d2b9dec361e5ccfed0f
Source dataset
uspto-grants-2015_05
Patent number
US09023849B2

Reaction notes

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