Chloroacetyl chloride → HCID 246995, Verbindung

HRID 1014225Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1014225
[CH3:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].C(N(CC)CC)C.[Cl:19][CH2:20][C:21](Cl)=[O:22]>C1COCC1>[Cl:19][CH2:20][C:21]([NH:6][C:5]1[CH:7]=[CH:8][C:2]([CH3:1])=[C:3]([N+:9]([O-:11])=[O:10])[CH:4]=1)=[O:22]

Komponenten

5

Edukt 3

HCID 6577Chloroacetyl chlorideHCID 83904-Methyl-3-nitroanilineHCID 8471Triethylamine

Produkt 1

HCID 246995HCID 246995, VerbindungAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 4-methyl-3-nitroaniline (1.0 g, 6.58 mmol, Lancaster), triethylamine (2.00 g, 19.7 mmol, Aldrich), and chloroacetyl chloride (0.96 g, 8.55 mmol) in THF (50 mL) was stirred overnight at rt. The reaction was washed with 1M HCl (50 mL), concentrated by rotary evaporation, and placed under high vacuum to give 2-chloro-N-(4-methyl-3-nitrophenyl)acetamide (1.35 g, 90%). ESIMS (M+H)+=229.

Aufarbeitung

  1. washThe reaction was washed with 1M HCl (50 mL)
  2. concentrationconcentrated by rotary evaporation

Quellen und Nachweise

ORD-Eintrag
ord-aea5b5ac0427433db5c7d298da7f3c6d
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07981903B2

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