5-Chlorothiophene-2-carboxylic acid hydrazide → 2-[(5-Chloro-2-thienyl)carbonyl]-N-(2-methoxyethyl)hydrazinecarboxamide

HRID 709146Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 709146
[Cl:1][C:2]1[S:6][C:5]([C:7]([NH:9][NH2:10])=[O:8])=[CH:4][CH:3]=1.[N:11]([CH2:14][CH2:15][O:16][CH3:17])=[C:12]=[O:13]>C1COCC1>[Cl:1][C:2]1[S:6][C:5]([C:7]([NH:9][NH:10][C:12]([NH:11][CH2:14][CH2:15][O:16][CH3:17])=[O:13])=[O:8])=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 27579235-Chlorothiophene-2-carboxylic acid hydrazideHCID 144050071-Isocyanato-2-methoxyethane

Produkt 1

HCID 595369432-[(5-Chloro-2-thienyl)carbonyl]-N-(2-methoxyethyl)hydrazinecarboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

At 50° C., 3.1 g (17.55 mmol) of 5-chlorothiophene-2-carbohydrazide were substantially suspended in 30 ml of dry THF. 1.81 g (17.90 mmol) of 1-isocyanato-2-methoxyethane dissolved in 30 ml of THF were then added dropwise. The mixture was stirred at 50° C. for 2.5 h. After cooling to RT, the solvent was removed on a rotary evaporator and the residue was triturated with diethyl ether. The crystals were filtered off with suction, washed with diethyl ether and dried under high vacuum. This gave 4.87 g (100% of theory) of the title compound.

Aufarbeitung

  1. customAt 50° C.
  2. additionwere then added dropwise
  3. temperatureAfter cooling to RT
  4. customthe solvent was removed on a rotary evaporator
  5. customthe residue was triturated with diethyl ether
  6. filtrationThe crystals were filtered off with suction
  7. washwashed with diethyl ether
  8. customdried under high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-d7260b50c1ba4c6f8adb6a966d253d42
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09180120B2

Notizen zur Reaktion

Wird geladen…