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Hydrochloric Acid → (2-Amino-5-chloro-phenyl)-(1-methyl-[1,2,3]triazol-4-yl)methanone

HRID 29513
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 29513
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N+:16]([O-])=O)=[C:6]([C:8]([C:10]2[N:11]=[N:12][N:13]([CH3:15])[CH:14]=2)=[O:9])[CH:7]=1.Cl>CO>[NH2:16][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][C:6]=1[C:8]([C:10]1[N:11]=[N:12][N:13]([CH3:15])[CH:14]=1)=[O:9]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 59788741(5-Chloro-2-nitro-phenyl)-(1-methyl-[1,2,3]triazol-4-yl)-methanone

Produkt 1

HCID 59788730(2-Amino-5-chloro-phenyl)-(1-methyl-[1,2,3]triazol-4-yl)methanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To 51 mg (0.19 mmol) of (5-Chloro-2-nitro-phenyl)-(1-methyl-[1,2,3]triazol4-yl)-methanone in 2 ml of methanol were added 0.05 ml of 12M HCl and 200 mg (0.89 mmol) of stannous (II) chloride monohydrate, and the mixture was heated at 100° C. for four hours. The mixture was then cooled to ambient temperature, partitioned between 1M NaOH and ethyl acetate, and the phases were separated. The ethyl acetate phase was washed once each with water and brine, dried over Na2SO4, filtered, and concentrated in vacuo to a solid. The solid was chromatographed to give the title product as a yellow solid.

Aufarbeitung

  1. temperatureThe mixture was then cooled to ambient temperature
  2. custompartitioned between 1M NaOH and ethyl acetate
  3. customthe phases were separated
  4. washThe ethyl acetate phase was washed once each with water and brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo to a solid
  8. customThe solid was chromatographed

Quellen und Nachweise

ORD-Eintrag
ord-3b3bc462b8644c06b04f91289c5000c0
Quelldatensatz
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07420055B2

Notizen zur Reaktion

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