Methyl iodide → HCID 19805516, Verbindung

HRID 1681700Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1681700
[CH2:1]([NH:4][C:5](=[O:17])[C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][C:7]=1[N+:14]([O-])=O)[CH:2]=[CH2:3].OC1C=CC(C(O)=O)=C([N+]([O-])=O)C=1.CI.C(N)C=C>CO.O.C(O)C>[CH2:1]([N:4]1[C:5](=[O:17])[C:6]2[C:7](=[CH:8][C:9]([O:12][CH3:13])=[CH:10][CH:11]=2)[NH:14]1)[CH:2]=[CH2:3]

Komponenten

8

Edukt 4

HCID 6328Methyl iodideHCID 7853AllylamineHCID 19805425HCID 19805425, VerbindungHCID 217533454-Hydroxy-2-nitrobenzoic acid

Produkt 1

HCID 19805516HCID 19805516, VerbindungAusbeute 33 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 702EthanolLösungsmittelHCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

Using a similar procedure to that described in Examples 2-16, but starting from N-allyl-4-methoxy-2-nitrobenzamide (itself prepared from 4-hydroxy-2-nitrobenzoic acid using the procedure described in the portion of Example 82 which is concerned with the preparation of starting material except that methyl iodide was used in place of butyl iodide and allylamine was used in place of benzylamine), using a mixture of ethanol and water (4/1 v/v) in place of aqueous methanol as the reaction solvent and having a reaction duration of 3 hours, there was obtained 1,2-dihydro-2-allyl-6-methoxy-3H-indazol-3-one (Ex. 178) as a solid, m.p. 126° C. in 33% yield.

Aufarbeitung

  1. customa reaction duration of 3 hours

Quellen und Nachweise

ORD-Eintrag
ord-bb3eb66274b8410bbaca17da251f005a
Quelldatensatz
uspto-grants-1992_12
Patentnummer
US05173496

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