Ammonium Chloride → HCID 178438391, Verbindung

HRID 1155872Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1155872
[CH3:1][CH:2]([C:4]1[S:19][C:7]2[N:8]=[C:9]3[CH:16]=[CH:15][C:14]([C:17]#[N:18])=[CH:13][N:10]3[C:11](=[O:12])[C:6]=2[CH:5]=1)[CH3:3].[N-:20]=[N+:21]=[N-:22].[Na+].[Cl-].[NH4+]>CN(C)C=O>[CH3:3][CH:2]([C:4]1[S:19][C:7]2[N:8]=[C:9]3[CH:16]=[CH:15][C:14]([C:17]4[NH:22][N:21]=[N:20][N:18]=4)=[CH:13][N:10]3[C:11](=[O:12])[C:6]=2[CH:5]=1)[CH3:1]

Komponenten

5

Edukt 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 12862372HCID 12862372, Verbindung

Produkt 1

HCID 178438391HCID 178438391, VerbindungAusbeute 55,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
124 °C

Versuchsvorschrift

A mixture of 5.1 g (0.01894 mol) of 2-(1-methylethyl)-4-oxo-4H-pyrido[1,2-a]thieno[2,3-d]pyrimidine-7-carbonitrile (Example 16), 6.5 g (0.1 mol) of sodium azide and 5.35 g (0.1 mol) of ammonium chloride in 150 ml of dimethylformamide is stirred and heated at 124° C. for twenty-two hours under nitrogen. The reaction mixture is cooled, filtered and the filtrate evaporated. The residue is treated with 1 l water and acidified with concentrated hydrochloric acid. The resulting precipitate is collected, suspended in hot water, the suspension cooled and filtered to give 3.3 g of 2-(1-methylethyl)-7-(1H-tetrazol-5-yl)-4H-pyrido[1,2-a]thieno[2,3-d]pyrimidin-4-one; mp 288° C. (dec) after recrystallization from pyridine-ethanol.

Aufarbeitung

  1. temperatureThe reaction mixture is cooled
  2. filtrationfiltered
  3. customthe filtrate evaporated
  4. additionThe residue is treated with 1 l water
  5. customThe resulting precipitate is collected
  6. temperaturethe suspension cooled
  7. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-aa3209e4bc824adf9c4f1ede8b43e5e2
Quelldatensatz
uspto-grants-1982_06
Patentnummer
US04332947

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