Benzyl Bromide → 7-Nitro-4-benzyloxy-1,2-benzisothiazole

HRID 1449121ノート

反応式

HRID 1449121 の反応式
[N+:1]([C:4]1[C:12]2[S:11][N:10]=[CH:9][C:8]=2[C:7]([OH:13])=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH2:14](Br)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[N+:1]([C:4]1[C:12]2[S:11][N:10]=[CH:9][C:8]=2[C:7]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 1357653737-Nitro-4-hydroxy-1,2-benzisothiazole

生成物 1

HCID 203499427-Nitro-4-benzyloxy-1,2-benzisothiazole収率 70%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

200 g of 7-nitro-4-hydroxy-1,2-benzisothiazole, 260 g of benzyl bromide and 210 g of potassium carbonate in 2.5 l of acetone are refluxed for 12 hours. The entire mixture is then concentrated to one liter under reduced pressure, the residue is poured into a threefold amount of water and the batch is repeatedly extracted with methylene chloride. The combined organic phases are dried over magnesium sulfate and freed from solvent under reduced pressure. The crude product is recrystallized from a mixture of methanol and tetrahydrofuran. 200 g (70% of theory) of 7-nitro-4-benzyloxy-1,2-benzisothiazole of melting point 158°-160° C. are obtained.

後処理

  1. concentrationThe entire mixture is then concentrated to one liter under reduced pressure
  2. additionthe residue is poured into a threefold amount of water
  3. extractionthe batch is repeatedly extracted with methylene chloride
  4. dry with materialThe combined organic phases are dried over magnesium sulfate
  5. customThe crude product is recrystallized from a mixture of methanol and tetrahydrofuran

出典と根拠

ORDレコード
ord-f16d282acc1940e4a0198c707844a3f4
出典データセット
uspto-grants-1980_02
特許番号
US04189433

反応ノート

読み込み中…