Pyridine → 8-Chloromethyl-10H-pyrazino[2,3-b][1,4]benzothiazine

HRID 1059273ノート

反応式

HRID 1059273 の反応式
[N:1]1[C:10]2[NH:9][C:8]3[CH:11]=[C:12]([CH2:15]O)[CH:13]=[CH:14][C:7]=3[S:6][C:5]=2[N:4]=[CH:3][CH:2]=1.N1C=CC=CC=1.CS([Cl:27])(=O)=O.C(Cl)Cl.C(=O)([O-])O.[Na+]>CN(C)C=O>[Cl:27][CH2:15][C:12]1[CH:13]=[CH:14][C:7]2[S:6][C:5]3[N:4]=[CH:3][CH:2]=[N:1][C:10]=3[NH:9][C:8]=2[CH:11]=1

参加物

6

反応物 4

HCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 1094429210H-Pyrazino[2,3-b][1,4]benzothiazine-8-methanolHCID 23716255Sodium bicarbonate methylene chloride

生成物 1

HCID 117470388-Chloromethyl-10H-pyrazino[2,3-b][1,4]benzothiazine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Into a solution of 7 g of 10H-pyrazino[2,3-b][1,4]benzothiazine-8-methanol and 6.1 ml of pyridine in N,N-dimethylformamide (50 ml) was added dropwise 5.9 ml of methanesulfonyl chloride at 0° C. After stirring at room temperature for 1 hour, the reaction mixture was poured into a pre-cooled aqueous solution of methylene chloride/sodium hydrogencarbonate, extracted with ethyl acetate, washed with water and dried over anhydrous sodium sulfate. After distilling off the solvent under reduced pressure, the crystals thus precipitated were diluted with a small amount of ethyl acetate, taken up by filtration and washed with diethyl ether. Thus 4.7 g of the title compound was obtained as a yellow powder.

後処理

  1. extractionextracted with ethyl acetate
  2. washwashed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationAfter distilling off the solvent under reduced pressure
  5. customthe crystals thus precipitated
  6. additionwere diluted with a small amount of ethyl acetate
  7. filtrationtaken up by filtration
  8. washwashed with diethyl ether

出典と根拠

ORDレコード
ord-acf4eca3cbe3444dbf31cd03ab5bdd33
出典データセット
uspto-grants-2003_02
特許番号
US06518423B1

反応ノート

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