Tetrahydrofuran → ethyl (N'-aminocarbamimidoyl)formate

HRID 877529Notes

Reaction equation

HRID 877529 reaction equation
[NH2:1][C:2](=S)[C:3]([O:5][CH2:6][CH3:7])=[O:4].[NH2:9][NH2:10].C1COCC1>C(O)C>[NH2:1][C:2](=[N:9][NH2:10])[C:3]([O:5][CH2:6][CH3:7])=[O:4]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 9321HydrazineHCID 2733398Ethyl thiooxamate

Product 1

HCID 54084889ethyl (N'-aminocarbamimidoyl)formate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

Ethyl 2-amino-2-thioxoacetate (5) (5 g, 37.5 mmol) was dissolved in ethanol and cooled to 0° C. Hydrazine in THF (1M, 37.5 mmol) was added dropwise and stirred at ambient temperature for 1 h. The reaction mixture was concentrated, white flakes of ethyl 2-amino-2-hydrazonoacetate were obtained.

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-01c6bbbf405e47a2a4781c0e8fb5d1d5
Source dataset
uspto-grants-2015_03
Patent number
US08987311B2

Reaction notes

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