Dimethyl Sulfate → 2-Methyl-1,2-benzoisothiazolin-3-one

HRID 335503ノート

反応式

HRID 335503 の反応式
[Li].[S:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[C:4](=[O:11])[NH:3]1.S(OC)(O[CH3:16])(=O)=O.COC1C2C=CC=CC=2SN=1>CC(=O)CC>[CH3:16][N:3]1[C:4](=[O:11])[C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[S:2]1

参加物

5

反応物 3

HCID 6497Dimethyl SulfateHCID 387363-Methoxy-1,2-benzisothiazoleHCID 70348857111337-53-22 回

生成物 1

HCID 3512362-Methyl-1,2-benzoisothiazolin-3-one収率 77%

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

実験手順

To a stirred suspension of 1,2-benzisothiazolin-3-one lithium salt (10.0 g, 63.7 mmol) in butanone (30 ml) was added dropwise dimethyl sulfate (8.4 g, 6.4 ml, 66.9 mmol). The resulting slurry was stirred at room temperature for 90 hours. HPLC analysis showed greater than 96% alkylation of 1,2-benzisothiazolin-3-one lithium salt. The solvent was evaporated and the crude product distilled under reduced pressure to give a combined 77% yield of N-methyl-1,2-benzisothiazolin-3-one and 3-methoxy-1,2-benzisothiazole, with N-methyl-1,2-benzisothiazolin-3-one isolated in 94% purity. The ratio of N-alkylated material to O-alkylated material was 90:10.

後処理

  1. customThe solvent was evaporated
  2. distillationthe crude product distilled under reduced pressure

出典と根拠

ORDレコード
ord-e113474e9b3d40ae97de06c83887d638
出典データセット
uspto-grants-2014_11
特許番号
US08884024B1

反応ノート

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