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

HRID 1074223

반응식

HRID 1074223 반응식
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

참가 물질

5

반응물 3

HCID 111,2-DichloroethaneHCID 7591Ethyl N-phenylcarbamateHCID 14897827HCID 14897827, 화합물

생성물 1

HCID 27628906-chloropyridine-2-sulfonic Acid

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-fea615ee3d544bf6b4010262f671e13e
출처 데이터셋
uspto-grants-1990_11
특허 번호
US04973697

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