Sodium Carbonate → 3-[[2-(4-Thiomorpholinyl)ethyl]amino]-1,2-benzisoxazol-6-ol

HRID 1292530Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1292530
COC[O:4][C:5]1[CH:22]=[CH:21][C:8]2[C:9]([NH:12][CH2:13][CH2:14][N:15]3[CH2:20][CH2:19][S:18][CH2:17][CH2:16]3)=[N:10][O:11][C:7]=2[CH:6]=1.C([O-])([O-])=O.[Na+].[Na+]>Cl>[N:15]1([CH2:14][CH2:13][NH:12][C:9]2[C:8]3[CH:21]=[CH:22][C:5]([OH:4])=[CH:6][C:7]=3[O:11][N:10]=2)[CH2:20][CH2:19][S:18][CH2:17][CH2:16]1

Komponenten

4

Edukt 2

HCID 10340Sodium CarbonateHCID 154351386-Methoxymethoxy-N-[2-(4-thiomorpholinyl)ethyl]-1,2-benzisoxazol-3-amine

Produkt 1

HCID 1358150603-[[2-(4-Thiomorpholinyl)ethyl]amino]-1,2-benzisoxazol-6-olAusbeute 72,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

6-Methoxymethoxy-N-[2-(4-thiomorpholinyl)ethyl]-1,2-benzisoxazol-3-amine (1.6 g Example 22) was dissolved in methanolic hydrochloric acid (40 ml) and stirred under nitrogen for 24 hours. The reaction was neutralized with saturated Na2CO3 solution, and extracted with EtOAc. The organic phase was dried over MgSO4 and concentrated in vacuo. The resulting residue was filtered through a silica gel filter-cake eluting with 5% MeOH/DCM, concentrated in vacuo, and subsequent titration with EtOAc provided the product (1.0 g).

Aufarbeitung

  1. extractionextracted with EtOAc
  2. dry with materialThe organic phase was dried over MgSO4
  3. concentrationconcentrated in vacuo
  4. filtrationThe resulting residue was filtered through a silica gel
  5. filtrationfilter-cake
  6. washeluting with 5% MeOH/DCM
  7. concentrationconcentrated in vacuo, and subsequent titration with EtOAc

Quellen und Nachweise

ORD-Eintrag
ord-e147c75c829d414aae212fa23edc10a4
Quelldatensatz
uspto-grants-1998_05
Patentnummer
US05756754

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