Ammonia → N'-(4-bromophenyl)-2-chloro-6-fluorobenzenecarbohydrazonamide

HRID 59225

Reaktionsgleichung

Reaktionsgleichung von HRID 59225
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][N:9]=[C:10](Cl)[C:11]2[C:16]([F:17])=[CH:15][CH:14]=[CH:13][C:12]=2[Cl:18])=[CH:4][CH:3]=1.[NH3:20]>C1COCC1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][N:9]=[C:10]([C:11]2[C:16]([F:17])=[CH:15][CH:14]=[CH:13][C:12]=2[Cl:18])[NH2:20])=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 222AmmoniaHCID 131733232N-(4-bromophenyl)-2-chloro-6-fluorobenzenecarbohydrazonoyl chloride

Produkt 1

HCID 117965458N'-(4-bromophenyl)-2-chloro-6-fluorobenzenecarbohydrazonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
2.5 °C

Versuchsvorschrift

To a cold solution of N-(4-bromophenyl)-2-chloro-6-fluorobenzenecarbohydrazonoyl chloride (0.070 g, 0.267 mmol) in dry THF was added aq. ammonia. The reaction mass was stirred at 0-5° C. for 2-3 h. The reaction mass was quenched in water, neutralized with dilute acetic acid and extracted with DCM. The organic layer was dried over anhydrous sodium sulphate and concentrated to afford 0.040 g of the desired product. 1H NMR (300 MHz, DMSO d6): δ 6.29 (br s, 2H), 6.80 (d, J=8.4 Hz, 2H), 7.24 (d, J=9.3 Hz, 2H), 7.28-7.50 (m, 3H), 8.33 (s, 1H).

Aufarbeitung

  1. customThe reaction mass was quenched in water
  2. extractionextracted with DCM
  3. dry with materialThe organic layer was dried over anhydrous sodium sulphate
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-e3b3e7e8935b47088e554424e5b52271
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09439890B2

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