2-Amino-5-methylthiazole → 2,6-Dimethyl-4-hydroxy-N-(5-methyl-2-thiazolyl)-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide

HRID 224599Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 224599
[OH:1][C:2]1[C:7]2[CH:8]=[C:9]([CH3:12])[CH:10]=[CH:11][C:6]=2[S:5](=[O:14])(=[O:13])[N:4]([CH3:15])[C:3]=1[C:16]([O:18]C)=O.[NH2:20][C:21]1[S:22][C:23]([CH3:26])=[CH:24][N:25]=1>C1(C)C(C)=CC=CC=1>[CH3:15][N:4]1[C:3]([C:16]([NH:20][C:21]2[S:22][C:23]([CH3:26])=[CH:24][N:25]=2)=[O:18])=[C:2]([OH:1])[C:7]2[CH:8]=[C:9]([CH3:12])[CH:10]=[CH:11][C:6]=2[S:5]1(=[O:13])=[O:14]

Komponenten

4

Edukt 2

HCID 3517702-Amino-5-methylthiazoleHCID 54696079methyl 4-hydroxy-2,6-dimethyl-2H-1,2-benzothiazine-3-carboxylate-1,1-dioxide

Produkt 1

HCID 546942212,6-Dimethyl-4-hydroxy-N-(5-methyl-2-thiazolyl)-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7237O-XyleneLösungsmittel

Versuchsvorschrift

4.0 gm (14 millimols) of methyl 4-hydroxy-2,6-dimethyl-2H-1,2-benzothiazine-3-carboxylate-1,1-dioxide and 2.0 gm (17 millimols) of 2-amino-5-methyl-thiazole were refluxed in 200 ml of anhydrous xylene for 24 hours. After cooling, the crystals which had separated out were filtered off. After recrystallization from ethylene chloride 3.6 gm (70% of theory) of 2,6-dimethyl-4-hydroxy-N-(5-methyl-2-thiazolyl)-2H-1,2-benzothiazine-3carboxamide-1,1-dioxide were obtained.

Aufarbeitung

  1. temperatureAfter cooling
  2. customthe crystals which had separated out
  3. filtrationwere filtered off
  4. customAfter recrystallization from ethylene chloride 3.6 gm (70% of theory) of 2,6-dimethyl-4-hydroxy-N-(5-methyl-2-thiazolyl)-2H-1,2-benzothiazine-3carboxamide-1,1-dioxide
  5. customwere obtained

Quellen und Nachweise

ORD-Eintrag
ord-193861cfc36a487aa1ee9cd683e467d0
Quelldatensatz
uspto-grants-1980_11
Patentnummer
US04233299

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