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O-Xylene → N-(6-fluoro-2-pyridyl)-3,4-dihydro-2-methyl-4-oxo-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide

HRID 354621
ノート
印刷プレビュー

反応式

HRID 354621 の反応式
[CH3:1][N:2]1[CH:7]([C:8]([O:10]C)=O)[C:6](=[O:12])[C:5]2[CH:13]=[CH:14][CH:15]=[CH:16][C:4]=2[S:3]1(=[O:18])=[O:17].[NH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([F:26])[N:21]=1.C1(C)C(C)=CC=CC=1>CO>[F:26][C:22]1[N:21]=[C:20]([NH:19][C:8]([CH:7]2[C:6](=[O:12])[C:5]3[CH:13]=[CH:14][CH:15]=[CH:16][C:4]=3[S:3](=[O:18])(=[O:17])[N:2]2[CH3:1])=[O:10])[CH:25]=[CH:24][CH:23]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 7237O-XyleneHCID 120152Methyl 3,4-dihydro-2-methyl-4-oxo-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxideHCID 27613996-Fluoropyridin-2-amine

生成物 1

HCID 15917676N-(6-fluoro-2-pyridyl)-3,4-dihydro-2-methyl-4-oxo-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide収率 72.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixture consisting of 7.68 g (0.0285 mole) of methyl 3,4-dihydro-2-methyl-4-oxo-2H-benzothiazine-3-carboxylate 1,1-dioxide, 4.8 g (0.0428 mole) of 2-amino-6-fluoropyridine, and 29 ml of xylene was refluxed for 17 hours, during which the methanol formed by this reaction was continuously distilled off. After the mixture was cooled by allowing it to stand overnight, the resulting precipitate was separated by filtration. The filtrate was concentrated and then cooled to obtain an additional precipitate, which was combined with the previously obtained precipitate and washed with hot chloroform. Thus, 7.2 g of crystals having a melting point of 246°-248° C. (decomp.) were obtained in a 72.3% yield.

後処理

  1. customformed by this reaction
  2. distillationwas continuously distilled off
  3. temperatureAfter the mixture was cooled
  4. customthe resulting precipitate was separated by filtration
  5. concentrationThe filtrate was concentrated
  6. temperaturecooled
  7. customto obtain an additional precipitate, which
  8. washwashed with hot chloroform
  9. customwere obtained in a 72.3% yield

出典と根拠

ORDレコード
ord-347b5b82cb4b4a0888065abf0ef50b4c
出典データセット
uspto-grants-1983_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04376119

反応ノート

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