Sodium Hydroxide → Hydrazine, (3-bromo-4-chlorophenyl)-, hydrochloride (1:?)

HRID 28230Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 28230
[Br:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[Cl:9])[NH2:5].[N:10]([O-])=O.[Na+].S(=O)(O)[O-].[Na+].[OH-].[Na+]>Cl.O>[ClH:9].[Br:1][C:2]1[CH:3]=[C:4]([NH:5][NH2:10])[CH:6]=[CH:7][C:8]=1[Cl:9]

Komponenten

7

Edukt 4

HCID 14798Sodium HydroxideHCID 128437223-Bromo-4-chloroanilineHCID 23665763Sodium BisulfiteHCID 23668193Sodium Nitrite

Produkt 1

HCID 20530451Hydrazine, (3-bromo-4-chlorophenyl)-, hydrochloride (1:?)

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittel2×HCID 962WaterLösungsmittel2×

Reaktionsbedingungen

Temperatur
-10 °C

Versuchsvorschrift

3-Bromo-4-chloroaniline (41.3 g., 0.2 mole) in 90 ml of 6 N hydrochloric acid, cooled to -10° is treated with 14 g. of sodium nitrite in 30 ml. of water. Add this solution, with stirring, to a cold (-10° C.) solution of 55 g. of sodium bisulfite and 20 g. of sodium hydroxide in 200 ml. of water. After the red precipitate appears, allow the mixture to warm to room temperature. Add 200 ml. of concentrated hydrochloric acid and heat at 90°-100° C. for 4 hours. Allow the mixture to cool overnight, collect the material washing with 50 ml of cold 3 N hydrochloric acid. The product is dried. Recrystallization from ether-methanol yields the desired material, m.p. 208°-210° C.

Aufarbeitung

  1. additionis treated with 14 g
  2. additionAdd this solution
  3. temperatureto warm to room temperature
  4. additionAdd 200 ml
  5. temperatureAllow the mixture to cool overnight
  6. customcollect the material
  7. washwashing with 50 ml of cold 3 N hydrochloric acid
  8. customThe product is dried
  9. customRecrystallization from ether-methanol

Quellen und Nachweise

ORD-Eintrag
ord-819ce1ab52004c09a9740a7e6cebbf5b
Quelldatensatz
uspto-grants-1980_09
Patentnummer
US04225711

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