Sulfuric Acid → 6-(2-benzylaminopropoxy)-2,3-dihydro-2,2-dimethyl-4H-1,3-benzoxazin-4-one

HRID 615216

Reaktionsgleichung

Reaktionsgleichung von HRID 615216
[CH3:1][C:2]1([CH3:18])[NH:7][C:6](=[O:8])[C:5]2[CH:9]=[C:10]([O:13][CH2:14][C:15](=O)[CH3:16])[CH:11]=[CH:12][C:4]=2[O:3]1.[CH2:19]([NH2:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.S(=O)(=O)(O)O.[H][H]>CO.[Pt].C(O)(C)C>[CH2:19]([NH:26][CH:15]([CH3:16])[CH2:14][O:13][C:10]1[CH:11]=[CH:12][C:4]2[O:3][C:2]([CH3:18])([CH3:1])[NH:7][C:6](=[O:8])[C:5]=2[CH:9]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Komponenten

8

Edukt 4

HCID 1118Sulfuric AcidHCID 7504BenzylamineHCID 137543322,3-dihydro-2,2-dimethyl-6-(2-oxopropoxy)-4H-1,3-benzoxazin-4-oneHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 137544146-(2-benzylaminopropoxy)-2,3-dihydro-2,2-dimethyl-4H-1,3-benzoxazin-4-one

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23939PlatinumKatalysatorHCID 887MethanolLösungsmittelHCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

A solution of 49.8 g of 2,3-dihydro-2,2-dimethyl-6-(2-oxopropoxy)-4H-1,3-benzoxazin-4-one and 21.4 g of benzylamine in 700 ml of methanol is hydrogenated with the addition of 0.5 g of concentrated sulphuric acid and 3 g of Pt/C-catalyst (5%) until the equivalent amount of hydrogen has been asborbed. Working up analogously to Example (1d) yields 6-(2-benzylaminopropoxy)-2,3-dihydro-2,2-dimethyl-4H-1,3-benzoxazin-4-one having a melting point of 127°-129° (from isopropanol).

Quellen und Nachweise

ORD-Eintrag
ord-ced57093d4f24902a366219dbad9ec31
Quelldatensatz
uspto-grants-1985_02
Patentnummer
US04497813

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