1,2-Dichloroethane → 6-chloropyridine-2-sulfonic Acid

HRID 1074223

反応式

HRID 1074223 の反応式
C1(NC(OCC)=O)C=CC=CC=1.ClCCCl.F[N+:18]1[C:23]([S:24]([O-:27])(=[O:26])=[O:25])=[CH:22][CH:21]=[CH:20][C:19]=1[Cl:28]>O>[Cl:28][C:19]1[CH:20]=[CH:21][CH:22]=[C:23]([S:24]([OH:27])(=[O:26])=[O:25])[N:18]=1

参加物

5

反応物 3

HCID 111,2-DichloroethaneHCID 7591Ethyl N-phenylcarbamateHCID 14897827HCID 14897827、化合物

生成物 1

HCID 27628906-chloropyridine-2-sulfonic Acid

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A 25 ml egg-plant type flask was flushed with argon, and 85.9 mg (0.52 mmol) of phenylurethane, 2 ml of dry 1,2-dichloroethane and 110.2 mg (0.52 mmol) of N-fluoro-2-chloropyridinium-6-sulfonate were charged. The flask was immersed in an oil bath of 80° C. and heated for 72 hours. Then, 20 ml of water was added thereto, and the mixture was extracted with methylene chloride (20 ml×3 times). 2-Chloropyridine-6-sulfonic acid formed after the reaction was all transferred to the aqueous layer. The organic layer was washed with water and dried over anhydrous magnesium sulfate. Then, the solvent was removed under reduced pressure. The residue was purified by thin layer chromatography (eluent: hexane/ethyl acetate=9/1) to obtain 58.6 mg (conversion yield: 73%) of 2-fluorophenylurethane, 4.9 mg (conversion yield: 6%) of 4-fluorophenylurethane and 2.8 mg (conversion yield: 3%) of 2,4-difluorophenyl-urethane. 14.1 mg of phenylurethane was recovered (recovery rate: 16%).

後処理

  1. additionwere charged
  2. customThe flask was immersed in an oil bath of 80° C.
  3. temperatureheated for 72 hours
  4. extractionthe mixture was extracted with methylene chloride (20 ml×3 times)

出典と根拠

ORDレコード
ord-fea615ee3d544bf6b4010262f671e13e
出典データセット
uspto-grants-1990_11
特許番号
US04973697

関連ノート

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