1,3,4-Thiadiazol-2-amine → 2-{3-(2-Chloroethyl)-3-nitrosoureido}-1,3,4-thiadiazole

HRID 1156405

Reaktionsgleichung

Reaktionsgleichung von HRID 1156405
[NH2:1][C:2]1[S:3][CH:4]=[N:5][N:6]=1.[Cl:7][CH2:8][CH2:9][N:10]([N:16]=[O:17])[C:11](N=[N+]=[N-])=[O:12]>N1C=CC=CC=1>[Cl:7][CH2:8][CH2:9][N:10]([N:16]=[O:17])[C:11](=[O:12])[NH:1][C:2]1[S:3][CH:4]=[N:5][N:6]=1

Komponenten

4

Edukt 2

HCID 199091,3,4-Thiadiazol-2-amineHCID 10654895N-(2-chloroethyl)-N-nitrosocarbamoylazide

Produkt 1

HCID 130029522-{3-(2-Chloroethyl)-3-nitrosoureido}-1,3,4-thiadiazoleAusbeute 76,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

Ten grams of 2-amino-1,3,4-thiadiazole was dissolved in 100 ml of pyridine, and cooled with ice. While stirring the solution, 26.5 g of N-(2-chloroethyl)-N-nitrosocarbamoyl azide was gradually added, and after the addition, the stirring was continued for 60 minutes. The reaction solution was poured into ice water, and the precipitated crystals were washed with water, dried and recrystallized from methanol, to obtain 17.8 g (Yield 75%) of 2-{3-(2-chloroethyl)-3-nitrosoureido}-1,3,4-thiadiazole. The physical properties of this compound were identical with those of the compound obtained by Example 1.

Aufarbeitung

  1. temperaturecooled with ice
  2. additionwas gradually added
  3. additionafter the addition
  4. washthe precipitated crystals were washed with water
  5. customdried
  6. customrecrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-9b38d1c485114ce5ade8676781ede09e
Quelldatensatz
uspto-grants-1982_06
Patentnummer
US04335247

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