Methyl iodide → N-(3-Chloro-phenyl)-4-hydroxy-2-methyl-2H-naphtho[2,1-e]-1,2-thiazine-3-carboxamide-1,1-dioxide

HRID 1730569ノート

反応式

HRID 1730569 の反応式
[OH-].[Na+].[Cl:3][C:4]1[CH:5]=[C:6]([NH:10][C:11]([C:13]2[NH:14][S:15](=[O:29])(=[O:28])[C:16]3[C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[CH:21]=[CH:20][C:17]=3[C:18]=2[OH:19])=[O:12])[CH:7]=[CH:8][CH:9]=1.[CH3:30]I>CO>[Cl:3][C:4]1[CH:5]=[C:6]([NH:10][C:11]([C:13]2[N:14]([CH3:30])[S:15](=[O:28])(=[O:29])[C:16]3[C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[CH:21]=[CH:20][C:17]=3[C:18]=2[OH:19])=[O:12])[CH:7]=[CH:8][CH:9]=1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 54695941N-(3-chloro-phenyl)-4-hydroxy-2H-naphtho[2,1-e]1,2-thiazine-3-carboxamide-1,1-dioxide

生成物 1

HCID 54695958N-(3-Chloro-phenyl)-4-hydroxy-2-methyl-2H-naphtho[2,1-e]-1,2-thiazine-3-carboxamide-1,1-dioxide収率 64.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

3.15 ml of 1 N sodium hydroxide (3.15 millimols) were added dropwise to a suspension of 1.2 gm (3 millimols) of N-(3-chloro-phenyl)-4-hydroxy-2H-naphtho[2,1-e]-1,2-thiazine-3-carboxamide-1,1-dioxide in 100 ml of methanol and 1.7 gm (12 millimols) of methyl iodide. The resulting mixture was stirred at room temperature for 72 hours, and was then evaporated to dryness in vacuo. The residue was washedwith a small quantity of water, and the remaining solid matter was recrystallized from ethylene chloride, yielding 0.8 gm (64% of theory) of N-(3-chloro-phenyl)-4-hydroxy-2-methyl-2H-naphtho[2,1-e]-1,2-thiazine-3-carboxamide-1,1-dioxide, m.p. 248°-249° C (decomp.).

後処理

  1. customwas then evaporated to dryness in vacuo
  2. customthe remaining solid matter was recrystallized from ethylene chloride

出典と根拠

ORDレコード
ord-b43cd8d106054a39b300429aa6b11627
出典データセット
uspto-grants-1976_11
特許番号
US03992535

反応ノート

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