Ammonia → 3-[4-(5-Bromo-3-methylpyrid-2-yl)-butylamino]-4-amino-1,2,5-thiadiazole-1-oxide

HRID 235662Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 235662
CO[C:3]1[C:7](OC)=[N:6][S:5](=[O:10])[N:4]=1.[Br:11][C:12]1[CH:13]=[C:14]([CH3:23])[C:15]([CH2:18][CH2:19][CH2:20][CH2:21][NH2:22])=[N:16][CH:17]=1.[NH3:24]>CO>[Br:11][C:12]1[CH:13]=[C:14]([CH3:23])[C:15]([CH2:18][CH2:19][CH2:20][CH2:21][NH:22][C:3]2[C:7]([NH2:24])=[N:6][S:5](=[O:10])[N:4]=2)=[N:16][CH:17]=1

Komponenten

5

Edukt 3

HCID 222AmmoniaHCID 129139473,4-Dimethoxy-1,2,5-thiadiazole 1-oxideHCID 130942724-(5-Bromo-3-methyl-2-pyridinyl)butylamine

Produkt 1

HCID 159623573-[4-(5-Bromo-3-methylpyrid-2-yl)-butylamino]-4-amino-1,2,5-thiadiazole-1-oxide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A solution of 3,4-dimethoxy-1,2,5-thiadiazole-1-oxide (1.62 g) in methanol was reacted with a solution of 4-(5-bromo-3-methylpyrid-2-yl)-butylamine (2.43 g) in methanol. After 2 hours at room temperature, the reaction was cooled to 0° C. and saturated by passing ammonia gas for 10 mins. After 1.5 hours the product (which precipitated) was filtered off and recrystallised from ethanol to yield 3-[4-(5-bromo-3-methylpyrid-2-yl)-butylamino]-4-amino-1,2,5-thiadiazole-1-oxide (1.12 g) m.p. 188°-190° C.

Aufarbeitung

  1. customfor 10 mins
  2. customAfter 1.5 hours the product (which precipitated)
  3. filtrationwas filtered off
  4. customrecrystallised from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-a0351c07fee64102a7e9aeb8b8589379
Quelldatensatz
uspto-grants-1987_02
Patentnummer
US04640926

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