Ethoxalyl chloride → HCID 178473134, compound

HRID 923318Notes

Reaction equation

HRID 923318 reaction equation
C(=O)(O)O.[NH2:5][NH:6][C:7]([NH2:9])=[NH:8].Cl[C:11](=[O:17])[C:12]([O:14][CH2:15][CH3:16])=[O:13]>N1C=CC=CC=1>[CH2:15]([O:14][C:12](=[O:13])[C:11]([NH:5][NH:6][C:7](=[NH:9])[NH2:8])=[O:17])[CH3:16]

Participants

4

Reactant 2

HCID 20884Ethoxalyl chlorideHCID 178513185HCID 178513185, compound

Product 1

HCID 178473134HCID 178473134, compoundYield 19%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 1-aminoguanidine carbonic acid salt (12 g, 88 mmol) in pyridine (50 ml) was added ethyl 2-chloro-2-oxoacetate (10 g, 73.24 mmol). The resulting solution was stirred for 12 h at room temperature. The resulting solution was diluted with PE (200 ml). The solids were collected by filtration and then dissolved in water (50 ml), the pH was adjusted to 8 with NaOH (aq., 10N). The product precipitated and was filtered to afford ethyl 2-(2-carbamimidoylhydraziny)-2-oxoacetic acid as a white solid (2 g, 19%).

Workup

  1. additionThe resulting solution was diluted with PE (200 ml)
  2. filtrationThe solids were collected by filtration
  3. dissolutiondissolved in water (50 ml)
  4. customThe product precipitated
  5. filtrationwas filtered

Sources & evidence

ORD record
ord-afcd8a814fd74c538a8d37b0b1d5b99d
Source dataset
uspto-grants-2016_03
Patent number
US09278973B2

Reaction notes

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