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Benzyl Bromide → HCID 86747277、化合物

HRID 1655893
ノート
印刷プレビュー

反応式

HRID 1655893 の反応式
[O:1]=[C:2]1[NH:7][C:6]2[CH:8]=[CH:9][CH:10]=[CH:11][C:5]=2[S:4]/[C:3]/1=[CH:12]\[C:13]([O:15][CH3:16])=[O:14].[H-].[Na+].[CH2:19](Br)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>CN(C)C=O>[CH2:19]([N:7]1[C:6]2[CH:8]=[CH:9][CH:10]=[CH:11][C:5]=2[S:4]/[C:3](=[CH:12]\[C:13]([O:15][CH3:16])=[O:14])/[C:2]1=[O:1])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=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 7498Benzyl BromideHCID 24758Sodium hydrideHCID 5476764methyl (2Z)-2-(3-oxo-4H-1,4-benzothiazin-2-ylidene)acetate

生成物 1

HCID 86747277HCID 86747277、化合物収率 80%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒3 回

実験手順

Methyl (Z)-2-(3,4-dihydro-3-oxo-2H-1,4-benzothiazin-2-ylidene)acetate (940 mg) was dissolved in 8 ml of N,N-dimethylformamide, and the solution was added dropwise to a suspension of sodium hydride (60% in oil, 192 mg) in 2 ml of N,N-dimethylformamide. The mixture was stirred for 30 minutes. To the mixture was added dropwise a solution of 752 mg of benzyl bromide in 2 ml of N,N-dimethylformamide. The stirring was continued for an hour under ice-cooling, the reaction mixture was poured onto ice water, and extracted with ethyl acetate. Then, the ethyl acetate layer was washed with water. After the drying of the organic layer over anhydrous magnesium sulfate, the solvent was distilled off. The resulting oily matter was solidified in isopropyl etherhexane to give 1.04 g of methyl (Z)-2-(4-benzyl-3,4-dihydro-3-oxo-2H-1,4-benzothiazin-2-ylidene)acetate as yellow powder. The structural formula and physical data of this compound are shown in Table 14.

後処理

  1. waitThe stirring was continued for an hour under ice-
  2. temperaturecooling
  3. additionthe reaction mixture was poured onto ice water
  4. extractionextracted with ethyl acetate
  5. washThen, the ethyl acetate layer was washed with water
  6. dry with materialAfter the drying of the organic layer over anhydrous magnesium sulfate
  7. distillationthe solvent was distilled off

出典と根拠

ORDレコード
ord-2641a4857c0345b5a5f5e49b2c3fd012
出典データセット
uspto-grants-1993_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05252571

反応ノート

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