7-Methoxy-1-oxo-1H-pyrimido[6,1-b]benzthiazole-4-carboxylic acid → HCID 178487336, Verbindung

HRID 224352Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 224352
[CH3:1][O:2][C:3]1[CH:19]=[CH:18][C:6]2[N:7]3[C:13](=[O:14])[N:12]=[CH:11][C:10]([C:15]([OH:17])=O)=[C:8]3[S:9][C:5]=2[CH:4]=1.O.[NH2:21][C:22]1[NH:26][N:25]=[N:24][N:23]=1>CN(C)C=O>[NH:23]1[C:22]([NH:21][C:15]([C:10]2[CH:11]=[N:12][C:13](=[O:14])[N:7]3[C:6]4[CH:18]=[CH:19][C:3]([O:2][CH3:1])=[CH:4][C:5]=4[S:9][C:8]=23)=[O:17])=[N:26][N:25]=[N:24]1

Komponenten

4

Edukt 2

HCID 233327897-Methoxy-1-oxo-1H-pyrimido[6,1-b]benzthiazole-4-carboxylic acidHCID 178509300HCID 178509300, Verbindung

Produkt 1

HCID 178487336HCID 178487336, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

5.52 g. 7-Methoxy-1-oxo-1H-pyrimido[6,1-b]benzthiazole-4-carboxylic acid (prepared according to Example 1) in 150 ml. dimethylformamide are mixed with 7.14 g. N,N'-carbonyldiimidazole. The reaction mixture is subsequently stirred for 90 minutes at 100° C. and for 1 hour at ambient temperature, then mixed with 2.26 g. 5-aminotetrazole monohydrate and again heated for 3 hours at 100° C. The solvent is substantially removed in vacuo and the residue stirred with water. The precipitate consists of 5.2 g. N-(5-tetrazolyl)-7-methoxy-1-oxo-1H-pyrimido[6,1-b]benzthiazole-4-carboxamide (75.7% of theory); m.p. 234°-235° C. (recrystallized from nitromethane).

Aufarbeitung

  1. additionmixed with 2.26 g
  2. customThe solvent is substantially removed in vacuo
  3. stirringthe residue stirred with water
  4. customm.p. 234°-235° C. (recrystallized from nitromethane)

Quellen und Nachweise

ORD-Eintrag
ord-2696d629127747838eea9fdd3be8e559
Quelldatensatz
uspto-grants-1980_11
Patentnummer
US04232024

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