Water → 4-Chloro-2-methyl-5-phenylisothiazol-3(2H)-one 1,1-dioxide

HRID 729266ノート

反応式

HRID 729266 の反応式
[Cl:1][C:2]1[C:3](=[O:15])[NH:4][S:5](=[O:14])(=[O:13])[C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.CI.[C:18](=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[Cl:1][C:2]1[C:3](=[O:15])[N:4]([CH3:18])[S:5](=[O:13])(=[O:14])[C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

参加物

6

反応物 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 68661656HCID 68661656、化合物

生成物 1

HCID 686620174-Chloro-2-methyl-5-phenylisothiazol-3(2H)-one 1,1-dioxide収率 104%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of 4-chloro-5-phenylisothiazol-3(2H)-one 1,1-dioxide (2.0 g, 8.21 mmol) and MeI (3.5 g, 24.6 mmol) in DMF (30 ml) was cooled with an ice bath, and anhydrous potassium carbonate (1.13 g, 8.21 mmol) was added. The mixture was then allowed to warm to rt and stirred for 21 h. Water (60 ml) was added and the white precipitate formed, was filtered off and washed with water. Toluene was added to the precipitate and the mixture was evaporated and the residue was dried for three days under vacuum to give the title compound (2.2 g, 102%) containing traces of water and toluene. 1H NMR (400 MHz, CDCl3): δ 3.23 (s, 3H), 7.52-7.56 (m, 3H), 7.86-7.88 (m, 2H); 13C-NMR (100 MHz, CD3CN): δ 24.5, 123.8, 1291, 129.5, 130.7, 133.0, 143.1, 157.6.

後処理

  1. customthe white precipitate formed
  2. filtrationwas filtered off
  3. washwashed with water
  4. additionToluene was added to the precipitate
  5. customthe mixture was evaporated
  6. customthe residue was dried for three days under vacuum

出典と根拠

ORDレコード
ord-45c600a773ac4635ba9a18c0d831f33a
出典データセット
uspto-grants-2009_09
特許番号
US07582629B2

反応ノート

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