Ethoxalyl chloride → 1-Ethyl-1-ethoxalyl-thiosemicarbazide

HRID 1660325Notes

Reaction equation

HRID 1660325 reaction equation
[C:1](Cl)([C:3]([O:5][CH2:6][CH3:7])=[O:4])=[O:2].[CH2:9]([NH:11][NH:12][C:13]([NH2:15])=[S:14])[CH3:10]>CC(C)=O>[CH2:9]([N:11]([C:1]([C:3]([O:5][CH2:6][CH3:7])=[O:4])=[O:2])[NH:12][C:13]([NH2:15])=[S:14])[CH3:10]

Participants

4

Reactant 2

HCID 20884Ethoxalyl chlorideHCID 221050282-Ethylhydrazinecarbothioamide

Product 1

HCID 205581251-Ethyl-1-ethoxalyl-thiosemicarbazide

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Ethoxalyl chloride (10.6 cc) is added dropwise, in the course of 10 minutes, to a solution, at 20° C., of 1-ethyl-thiosemicarbazide (11.9 g) in acetone (200 cc). The temperature rises to 43° C., the mixture is stirred for 1 hour without heating and is concentrated to dryness at 20° C. under 20 mm Hg (2.7 kPa), the residue is taken up in methanol (30 cc) and the crystallisation is started. After filtration and drying, 1-ethyl-1-ethoxalyl-thiosemicarbazide (13.2 g) is obtained in the form of a white solid melting at 170° C.

Workup

  1. customrises to 43° C.
  2. temperaturewithout heating
  3. concentrationis concentrated to dryness at 20° C. under 20 mm Hg (2.7 kPa)
  4. customthe crystallisation
  5. filtrationAfter filtration
  6. customdrying

Sources & evidence

ORD record
ord-c40b265242454c35a03a82b06c881f90
Source dataset
uspto-grants-1981_12
Patent number
US04307116

Reaction notes

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