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Sodium Hydroxide → N-(5-amino-2-chloro4-fluorophenyl)-1-chloromethanesulfonamide

HRID 432950
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 432950
[Cl:1][C:2]1[C:7]([NH:8][S:9]([CH2:12][Cl:13])(=[O:11])=[O:10])=[CH:6][C:5]([NH:14]C(=O)C)=[C:4]([F:18])[CH:3]=1.[OH-].[Na+]>Cl>[NH2:14][C:5]1[C:4]([F:18])=[CH:3][C:2]([Cl:1])=[C:7]([NH:8][S:9]([CH2:12][Cl:13])(=[O:11])=[O:10])[CH:6]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 10870764N-[4-chloro-5-[[(chloromethyl)sulfonyl]amino]-2-fluorophenyl]acetamide

Produkt 1

HCID 11000212N-(5-amino-2-chloro4-fluorophenyl)-1-chloromethanesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Reaktionsbedingungen

Temperatur
95 °C

Versuchsvorschrift

74.5 g of crude N-[4-chloro-5-[[(chloromethyl)sulfonyl]amino]-2-fluorophenyl]acetamide (purity: 90%) was suspended in 355 mL of 6 N hydrochloric acid and heated to 95° C. After 1.5 hours the suspension turned into a solution. The mixture was cooled to room temperature and 90 mL of a NaOH solution (50%) was added (pH 3). The precipitated product was filtered and washed with water to yield, after drying, 62.8 g of the title compound as yellow crystals (purity: 86.4% by HPLC) which could be further purified by recrystallization as described above in Example 5.

Aufarbeitung

  1. temperatureThe mixture was cooled to room temperature
  2. filtrationThe precipitated product was filtered
  3. washwashed with water
  4. customto yield
  5. customafter drying
  6. custom62.8 g of the title compound as yellow crystals (purity: 86.4% by HPLC) which could be further purified by recrystallization

Quellen und Nachweise

ORD-Eintrag
ord-521012372ca04627aba230e2dccca369
Quelldatensatz
uspto-grants-2003_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06664400B2

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