Hydrochloric Acid → Methanesulfonylmethanesulfonyl chloride

HRID 64957

反応式

HRID 64957 の反応式
P(Cl)(Cl)(Cl)(Cl)Cl.[CH3:7][S:8]([CH2:11][S:12]([O-:15])(=O)=[O:13])(=[O:10])=[O:9].[Na+].Cl.CS([Cl:21])=O>P(Cl)(Cl)(Cl)=O>[CH3:7][S:8]([CH2:11][S:12]([Cl:21])(=[O:15])=[O:13])(=[O:10])=[O:9]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 24819Phosphorus pentachlorideHCID 548463Methanesulfinyl chlorideHCID 23721596Sodium (methylsulfonyl)methanesulfonate2 回

生成物 1

HCID 556269Methanesulfonylmethanesulfonyl chloride

試薬・触媒・溶媒 1

HCID 24813Phosphorus oxychloride溶媒

反応条件

温度
70 °C

実験手順

Phosphorus pentachloride (79.3 g, 0.381 mole) and sodium (methylsulfonyl)methanesulfonate (Formula II with Y=Na, X=H and R=CH3 ; 70 g, 0.359 mole) were stirred with 150 ml of phosphorus oxychloride. As the mixture was warmed to 70° C. in an oil bath, hydrogen chloride was slowly evolved, and the slurry thinned enough to be stirred with a magnetic stirrer. The mixture was heated for 18 hours in an oil bath at 80°-90° C., cooled, and filtered, and the residue was washed with dry chloroform. The chloroform caused the product to precipitate in the filtrate. The precipitate was collected, washed with a small amount of chloroform, and dried over sodium hydroxide pellets: yield, 28.5 g (41%); mp 109°-111° C.; MS (direct-probe temperature, 20° C.) m/e 193 (M+H), 192 (M), 177 (M-CH3), 157 (CH3SO2CH2SO2), 143, 141, 113 (CH2SO2Cl), 98 (CH3SOCl), 94, 93 (CH3SO2CH2), 79 (CH3SO2), 78, 64, 63 (CH3SO); IR (cm-1, strong and medium bands) 3045, 3025, 2995 s, 2930 s, 1405, 1390 s, 1380 s, 1360, 1335 s, 1325 sh, 1315 s, 1225, 1175 s, 1160 s, 1110 s, 980 s, 965, 860 s, 760 s, 695, 595 s, 515 s, 495 s, 460 s.

後処理

  1. temperatureThe mixture was heated for 18 hours in an oil bath at 80°-90° C.
  2. temperaturecooled
  3. filtrationfiltered
  4. washthe residue was washed with dry chloroform
  5. customto precipitate in the filtrate
  6. customThe precipitate was collected
  7. washwashed with a small amount of chloroform
  8. dry with materialdried over sodium hydroxide pellets
  9. customyield
  10. customIR (cm-1, strong and medium bands) 3045, 3025, 2995 s, 2930 s, 1405, 1390 s, 1380 s, 1360, 1335 s, 1325 sh, 1315 s, 1225, 1175 s, 1160 s, 1110 s, 980 s, 965, 860 s, 760 s, 695, 595 s, 515 s, 495 s, 460 s

出典と根拠

ORDレコード
ord-78af65a9e00046378c37a31f1d69b2af
出典データセット
uspto-grants-1986_09
特許番号
US04611074

関連ノート

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