Hydrazine → 2-Furancarboxylic acid, tetrahydro-, hydrazide, (2S)-

Participants

Role	Name	HCID	Charge
Reactant	Hydrazine	HCID 9321	—
Reactant	1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide	HCID 15908	—
Reactant	1-Hydroxybenzotriazole	HCID 75771	—
Reactant	Tetrahydro-2-furoic acid, (-)-	HCID 446666	—
Solvent	Dichloromethane	HCID 6344	—
Product	2-Furancarboxylic acid, tetrahydro-, hydrazide, (2S)-	HCID 40566320	82.4%

Reaction Conditions

Temperature	25 °C

Reaction Steps

To a round-bottom flask was added a solution of (S)-tetrahydrofuran-2-carboxylic acid (3.00 g, 23.3 mmol, 1.00 equiv, 90%) in dichloromethane (40 mL). NH2NH2 (2 mL, 2.00 equiv), HOBt (5.20 g, 38.5 mmol, 1.50 equiv), and EDCI (7.50 g, 39.1 mmol, 1.50 equiv) were added and the resulting mixture was stirred overnight at 25° C. The solids were removed by filtration, and the filtrate was concentrated in vacuo to furnish 2.50 g (74%) of (S)-tetrahydrofuran-2-carbohydrazide as a yellow oil.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08871790B2
Source dataset	uspto-grants-2014_10
ORD ID	ord-bea9e6985ba6458fa989c344359bd0db
Source note	uspto-grants-2014_10