Iodine → 2-(N-methyl-3-iodo-2-propynylamino)benzothiazole

HRID 485042Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 485042
[CH3:1][N:2]([C:6]1[S:7][C:8]2[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=2[N:10]=1)[C:3]#[C:4][CH3:5].[OH-].[K+].[I:17]I>CO.O>[CH3:1][N:2]([CH2:3][C:4]#[C:5][I:17])[C:6]1[S:7][C:8]2[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=2[N:10]=1

Komponenten

6

Edukt 3

HCID 807IodineHCID 14797Potassium HydroxideHCID 202713332-(N-methyl-N-propynylamino)benzothiazole

Produkt 1

HCID 133448502-(N-methyl-3-iodo-2-propynylamino)benzothiazoleAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel2×

Versuchsvorschrift

Compound (d) (2.02 g) was dissolved in a mixture of methanol (35 ml), water (10 ml) and 86% potassium hydroxide (1.4 g) and then iodine (2.66 g) was added in small portions with stirring under ice-cooling. The mixture was stirred at room temperature for 1.5 hours and then water was added thereto. The resultant crystals were filtered off, washed with water and dried to give 2-(N-methyl-3-iodo-2-propynylamino)benzothiazole (No.2) (3.27 g, yield 100%): mp. 100°-101° C. (decomp.) (acetone-hexane), Hydrochloride: mp. 156°-160° C. (decomp.), Nitrate: mp. 108°-109° C. (decomp.), Hydrobromide: mp. 158°-160° C. (decomp.).

Aufarbeitung

  1. temperaturecooling
  2. stirringThe mixture was stirred at room temperature for 1.5 hours
  3. filtrationThe resultant crystals were filtered off
  4. washwashed with water
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-9765da48aa9c450fb0c2506553f77664
Quelldatensatz
uspto-grants-1985_08
Patentnummer
US04535088

Notizen zur Reaktion

Wird geladen…