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

HRID 335503노트

반응식

HRID 335503 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 3512362-Methyl-1,2-benzoisothiazolin-3-one수율 77%

시약·촉매·용매 1

HCID 6569Methyl Ethyl Ketone용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-e113474e9b3d40ae97de06c83887d638
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08884024B1

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