Sodium hydride → 6-Methoxy-1-methyl-3,4-dihydro-1H-benzo[c][1,2]thiazine 2,2-dioxide

HRID 1244040ノート

反応式

HRID 1244040 の反応式
Br[CH2:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[N:11]([CH3:16])[S:12]([CH3:15])(=[O:14])=[O:13].[H-].[Na+]>CN(C=O)C>[CH3:10][O:9][C:7]1[CH:6]=[CH:5][C:4]2[N:11]([CH3:16])[S:12](=[O:14])(=[O:13])[CH2:15][CH2:2][C:3]=2[CH:8]=1

参加物

4

反応物 2

HCID 24758Sodium hydrideHCID 21931771N-(2-Bromomethyl-4-methoxy-phenyl)-N-methyl-methanesulfonamide

生成物 1

HCID 219317126-Methoxy-1-methyl-3,4-dihydro-1H-benzo[c][1,2]thiazine 2,2-dioxide収率 57%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
75 °C

実験手順

A solution of 291 mg (0.95 mmol) N-(2-Bromomethyl-4-methoxy-phenyl)-N-methyl-methanesulfonamide in 15 ml of DMF was treated with 45 mg (1.14 mmol) 60% NaH and the reaction mixture was stirred at 75° C. for 4 hours. The reaction was quenched with water and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, dried and evaporated. The residue was passed through a short plug of silica gel eluting with 25% ethyl acetate in hexane. There was obtained 123 mg (57%) of the desired product. Mass spectrum APCI (m/z) 228 (p+1).

後処理

  1. customThe reaction was quenched with water
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. customdried
  5. customevaporated

出典と根拠

ORDレコード
ord-835bd49c2d69414fab553123461ce7b9
出典データセット
uspto-grants-2006_10
特許番号
US07119207B2

反応ノート

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