Dichloromethane → HCID 22397175, Verbindung

HRID 1070638Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1070638
BrN1C(=O)CCC1=O.[CH3:9][N:10]1[C:15]2[CH:16]=[CH:17][C:18]([CH3:20])=[CH:19][C:14]=2[S:13](=[O:22])(=[O:21])[C:12]([C:23]([O:25][CH3:26])=[O:24])=[N:11]1.[NH:27]1[CH2:32][CH2:31][O:30][CH2:29][CH2:28]1.C(Cl)Cl>ClC(Cl)C.CN(C=O)C>[CH3:9][N:10]1[C:15]2[CH:16]=[CH:17][C:18]([CH2:20][N:27]3[CH2:32][CH2:31][O:30][CH2:29][CH2:28]3)=[CH:19][C:14]=2[S:13](=[O:22])(=[O:21])[C:12]([C:23]([O:25][CH3:26])=[O:24])=[N:11]1

Komponenten

7

Edukt 4

HCID 6344DichloromethaneHCID 8083MorpholineHCID 67184N-bromobutanimideHCID 22397147HCID 22397147, Verbindung

Produkt 1

HCID 22397175HCID 22397175, VerbindungAusbeute 59 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 63651,1-DichloroethaneLösungsmittel

Versuchsvorschrift

N-Bromosuccinimide (0.239 g) and methyl 1,6-dimethyl-1H-4,1,2-benzothiadiazine-3-carboxylate 4,4-dioxide (Preparation 40, 0.30 g) are dissolved in dichloroethane (100 mL). The solution is exposed to light from a 650W sunlamp with stirring for 25 minutes. The solvent is evaporated and the crude solid obtained is dissolved in DMF (8 mL). Morpholine (0.43 g) is added and the mixture is stirred for 3 hours. The mixture is poured into CH2Cl2 (200 mL) and washed with water (3×200 mL). The organic layer is dried with Na2SO4, filtered and the solvent evaporated. The crude solid is chromatographed with MeOH/CH2Cl2 (1-5%) to obtain 0.23 g (59%) of the title compound as an off-white solid. Physical characteristics: MS (ESI+) m/z 254 (M+H).

Aufarbeitung

  1. customThe solvent is evaporated
  2. customthe crude solid obtained
  3. stirringthe mixture is stirred for 3 hours
  4. washwashed with water (3×200 mL)
  5. dry with materialThe organic layer is dried with Na2SO4
  6. filtrationfiltered
  7. customthe solvent evaporated
  8. customThe crude solid is chromatographed with MeOH/CH2Cl2 (1-5%)

Quellen und Nachweise

ORD-Eintrag
ord-83c5a64537da42e1ad8f5e079ac44b0f
Quelldatensatz
uspto-grants-2005_06
Patentnummer
US06903097B2

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