Triethylamine → N'-(cyclopropanecarbonyl)-3-iodo-4-methylbenzohydrazide

HRID 1619147

Reaktionsgleichung

Reaktionsgleichung von HRID 1619147
[CH:1]1([C:4](Cl)=[O:5])[CH2:3][CH2:2]1.[I:7][C:8]1[CH:9]=[C:10]([CH:15]=[CH:16][C:17]=1[CH3:18])[C:11]([NH:13][NH2:14])=[O:12].C(N(CC)CC)C>ClCCl>[CH:1]1([C:4]([NH:14][NH:13][C:11](=[O:12])[C:10]2[CH:15]=[CH:16][C:17]([CH3:18])=[C:8]([I:7])[CH:9]=2)=[O:5])[CH2:3][CH2:2]1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 77637Cyclopropanecarbonyl chlorideHCID 597325003-Iodo-4-methylbenzohydrazide

Produkt 1

HCID 965865N'-(cyclopropanecarbonyl)-3-iodo-4-methylbenzohydrazideAusbeute 76,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A solution of cyclopropanecarbonyl chloride (1.81 mL, 20.0 mmol) in dichloromethane (20 mL) was added dropwise to a stirred solution of 3-iodo-4-methylbenzohydrazide (preparation 55b, 5.00 g, 18.1 mmol) and triethylamine (2.78 mL, 20.0 mmol) in dichloromethane (80 mL) at 0° C. After 2 hours stirring at ambient temperature, the mixture was concentrated in vacuo and water was added to the residue. The resultant precipitate was filtered and was washed with water and diethyl ether to give the title compound (4.75 g, 76%) as a white solid.

Aufarbeitung

  1. concentrationthe mixture was concentrated in vacuo and water
  2. additionwas added to the residue
  3. filtrationThe resultant precipitate was filtered
  4. washwas washed with water and diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-858db07679aa403c948126bf8853f46d
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08772288B2

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