Hydrochloric Acid → HCID 20195202, Verbindung

HRID 652999Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 652999
[Br:1][C:2]1[CH:3]=[C:4]([S:14](=[O:17])(=[O:16])[NH2:15])[C:5]2[O:10][S:9](=[O:12])(=[O:11])[CH:8]=[CH:7][C:6]=2[CH:13]=1.[CH3:18][O:19][C:20]1[CH:25]=[C:24]([O:26][CH3:27])[N:23]=[C:22]([N:28](C2C=CC=CC=2)[C:29](=O)[O-:30])[N:21]=1.N12CCCN=C1CCCCC2.Cl>C(#N)C.O>[Br:1][C:2]1[CH:3]=[C:4]([S:14]([NH:15][C:29]([NH:28][C:22]2[N:21]=[C:20]([O:19][CH3:18])[CH:25]=[C:24]([O:26][CH3:27])[N:23]=2)=[O:30])(=[O:17])=[O:16])[C:5]2[O:10][S:9](=[O:12])(=[O:11])[CH:8]=[CH:7][C:6]=2[CH:13]=1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 20195198HCID 20195198, VerbindungHCID 22104197HCID 22104197, Verbindung

Produkt 1

HCID 20195202HCID 20195202, VerbindungAusbeute 65,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

0.3 g of 6-bromo-8-sulfamoyl-2,2-dioxo-1,2-benzoxathiine are dissolved in 10 ml of acetonitrile. To this solution are added 0.25 g of N-(4,6-dimethoxypyrimidin-2-yl)phenylcarbamate and 0.15 g of 1,8-diazabicyclo[5.4.0]undec-7-ene and the mixture is stirred for 2 hours at 20°-25° C. The mixture is then acidified with 5% hydrochloric acid and diluted with water. The precipitated oil is extracted with ethyl acetate and the combined organic phases are washed with water, dried and concentrated. The oily residue is crystallised from ether, affording 0.3 g of N-(6-bromo-2,2-dioxo-1,2-benzoxathiin-8-ylsulfonyl)-N'-(4,6-dimethoxypyrimidin-2-yl)urea of m.p. 204°-209° C. (decompos.).

Aufarbeitung

  1. extractionThe precipitated oil is extracted with ethyl acetate
  2. washthe combined organic phases are washed with water
  3. customdried
  4. concentrationconcentrated
  5. customThe oily residue is crystallised from ether

Quellen und Nachweise

ORD-Eintrag
ord-8474f81c4b44466e9e5d5ee8f1ad0dfc
Quelldatensatz
uspto-grants-1987_06
Patentnummer
US04675046

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