Pyridine → 2-Acetamino-5-thiocyanatothiazole

HRID 1060239Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1060239
[NH2:1][C:2]1[S:3][C:4]([S:7][C:8]#[N:9])=[CH:5][N:6]=1.N1C=CC=CC=1.[C:16](OC(=O)C)(=[O:18])[CH3:17]>C(Cl)Cl>[C:16]([NH:1][C:2]1[S:3][C:4]([S:7][C:8]#[N:9])=[CH:5][N:6]=1)(=[O:18])[CH3:17]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 3109677[(2-Amino-1,3-thiazol-5-yl)sulfanyl]formonitrile

Produkt 1

HCID 153463412-Acetamino-5-thiocyanatothiazoleAusbeute 76,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a mixture of 2-amino-5-thiocyanatothiazole (15.7 g, 0.1 mol) and pyridine (12 g, 0.15 mol) in methylene chloride (100 mL) was added acetic anhydride (1.2 g, 0.12 mol) at rt. The mixture was stirred at rt for 6 h. The mixture was concentrated to dryness and to the residue MeOH (50 mL) was added. The precipitates were collected and washed with water. The solid was dried and recrystallized from MeOH to afford 2-acetylamino-5-thiocyanatothiazole (15.2 g, 76%) as a solid, mp 212° C.

Aufarbeitung

  1. concentrationThe mixture was concentrated to dryness and to the residue MeOH (50 mL)
  2. additionwas added
  3. customThe precipitates were collected
  4. washwashed with water
  5. customThe solid was dried
  6. customrecrystallized from MeOH

Quellen und Nachweise

ORD-Eintrag
ord-8d0d190b787b4d318e7128d1d183bf08
Quelldatensatz
uspto-grants-2003_02
Patentnummer
US06521759B2

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