Water → HCID 10633484, Verbindung

HRID 326204Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 326204
[CH2:1]([C:7]1[CH:13]=[CH:12][C:10]([NH2:11])=[CH:9][CH:8]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[S-:14][C:15]#[N:16].[K+].BrBr.O>C(O)(=O)C>[NH2:16][C:15]1[S:14][C:12]2[CH:13]=[C:7]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])[CH:8]=[CH:9][C:10]=2[N:11]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 24408BromineHCID 363824-HexylanilineHCID 516872Potassium thiocyanate

Produkt 1

HCID 10633484HCID 10633484, VerbindungAusbeute 49,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel2×

Versuchsvorschrift

In a 2 liter-reaction vessel, 50.0 g (0.28 M) of p-hexylaniline, 54.8 g (0.56 M) of potassium thiocyanate and 400 ml of acetic acid were placed and cooled below 10° C. To the mixture, a solution of 45.0 g of bromine in 135 ml of acetic acid was added dropwise in 40 minutes below 10° C. under strong stirring, followed by reaction for 1.5 hours below 10° C. After the reaction, 500 ml of water was poured into the reaction mixture, followed by heating to dissolve the resultant precipitate. The resultant solution was filtered under heating. Ammonia water was added to the filtrate until the resultant solution became basic, followed by cooling with ice to precipitate a crystal. The crystal was recovered by filtration, followed by washing and drying to obtain a crude product. The crude product was recrystallized from a mixture solvent of n-hexane/benzene (1/1) to obtain 33.0 g of 2-amino-6-hexylbenzothiazole (Yield: 49.9%).

Aufarbeitung

  1. temperaturecooled below 10° C
  2. customfollowed by reaction for 1.5 hours below 10° C
  3. additionwas poured into the reaction mixture
  4. temperatureby heating
  5. filtrationThe resultant solution was filtered
  6. temperatureunder heating
  7. additionAmmonia water was added to the filtrate until the resultant solution
  8. temperatureby cooling with ice
  9. customto precipitate a crystal
  10. filtrationThe crystal was recovered by filtration
  11. washby washing
  12. customdrying
  13. customto obtain a crude product
  14. customThe crude product was recrystallized from a mixture solvent of n-hexane/benzene (1/1)

Quellen und Nachweise

ORD-Eintrag
ord-29209cefe7c3408dbf54b100600db0b3
Quelldatensatz
uspto-grants-1993_12
Patentnummer
US05268123

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