Ammonia → Imidazo[2,1-b]thiazole-6-methanol, 2,3-dihydro-, 1,1-dioxide

HRID 1636974Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1636974
C([O:4][CH2:5][C:6]1[N:7]=[C:8]2[N:12]([CH:13]=1)[CH2:11][CH2:10][S:9]2(=[O:15])=[O:14])(=O)C.N>>[OH:4][CH2:5][C:6]1[N:7]=[C:8]2[N:12]([CH:13]=1)[CH2:11][CH2:10][S:9]2(=[O:15])=[O:14]

Komponenten

3

Edukt 2

HCID 222AmmoniaHCID 18183092HCID 18183092, Verbindung

Produkt 1

HCID 18183097Imidazo[2,1-b]thiazole-6-methanol, 2,3-dihydro-, 1,1-dioxide

Versuchsvorschrift

6-Acetoxymethyl-2,3-dihydroimidazo[2,1-b]thiazole-1,1-dioxide (305 mg, 1.33 mmol) was treated with methanolic ammonia (prepared by saturating methanol (20 ml) with ammonia gas then diluting with more methanol (20 ml)) at room temperature. After 2.5 h, the volatiles were removed under reduced pressure and the residue triturated with diethyl ether and the resulting solid collected by filtration, washed with diethyl ether and dried in air (207 mg, 83%) (Found: M+ 188.0256. C6H8N2O3S requires M 188.0256); νmax (nujol) 3354, 1377, 1325 and 1133 cm-1 ; δH [250 MHz; (CD3)2SO] 4.14 (2H, t, J 6 Hz), 4.40 (2H, d, J 6 Hz), 4.54 (2H, t, J 6 Hz), 5.20 (1H, t, J 6 Hz, exchangeable), 7.36 (1H, s).

Aufarbeitung

  1. customprepared
  2. concentrationby saturating methanol (20 ml) with ammonia gas
  3. additionthen diluting with more methanol (20 ml)) at room temperature
  4. customthe volatiles were removed under reduced pressure
  5. customthe residue triturated with diethyl ether
  6. filtrationthe resulting solid collected by filtration
  7. washwashed with diethyl ether
  8. customdried in air (207 mg, 83%) (Found: M+ 188.0256. C6H8N2O3S requires M 188.0256)

Quellen und Nachweise

ORD-Eintrag
ord-397ff84943824be089b396e0caaefe4c
Quelldatensatz
uspto-grants-2000_03
Patentnummer
US06037469

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