methyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide → HCID 178481148, Verbindung

HRID 1719506Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1719506
[OH:1][C:2]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[S:5](=[O:13])(=[O:12])[N:4]([CH3:14])[C:3]=1[C:15]([O:17]C)=O.[NH2:19][C:20]1[C:21](=[O:28])[C:22]([OH:27])=[CH:23][CH:24]=[CH:25][CH:26]=1>C1(C)C(C)=CC=CC=1>[OH:1][C:2]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[S:5](=[O:12])(=[O:13])[N:4]([CH3:14])[C:3]=1[C:15]([NH:19][C:20]1[C:21](=[O:28])[C:22]([OH:27])=[CH:23][CH:24]=[CH:25][CH:26]=1)=[O:17]

Komponenten

4

Edukt 2

HCID 54676532methyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxideHCID 178507571HCID 178507571, Verbindung

Produkt 1

HCID 178481148HCID 178481148, VerbindungAusbeute 90,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7237O-XyleneLösungsmittel

Versuchsvorschrift

A mixture of methyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide (2.95 g) and 2-amino-7-hydroxy-2,4,6-cycloheptatrien-1-one (1.5 g) in xylene (103 ml) was refluxed for 52 hours. The reaction mixture was cooled to room temperature. The crystals were collected by filtration and washed successively with N,N-dimethylformamide and chloroform to give 4-hydroxy-N-(7-hydroxy-1-oxo-2,4,6-cycloheptatrien-2-yl)-2-methyl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide (3.7 g).

Aufarbeitung

  1. temperaturewas refluxed for 52 hours
  2. filtrationThe crystals were collected by filtration
  3. washwashed successively with N,N-dimethylformamide and chloroform

Quellen und Nachweise

ORD-Eintrag
ord-f88f88313e9d4841aeb4886ac77e1894
Quelldatensatz
uspto-grants-1985_09
Patentnummer
US04540692

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