Potassium Hydroxide → Methyl 2-(chlorosulfonyl)-4-nitrobenzoate

HRID 996

反応式

HRID 996 の反応式
[OH-].[K+].[CH3:3][O:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][C:8]=1[S:16]([OH:19])(=O)=[O:17])=[O:6].P(Cl)(Cl)([Cl:22])=O>CO>[CH3:3][O:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][C:8]=1[S:16]([Cl:22])(=[O:19])=[O:17])=[O:6]

参加物

5

反応物 3

HCID 14797Potassium HydroxideHCID 24813Phosphorus oxychlorideHCID 196938012-Methoxycarbonyl-5-nitrobenzenesulfonic acid

生成物 1

HCID 15240541Methyl 2-(chlorosulfonyl)-4-nitrobenzoate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

反応条件

温度
0 °C

実験手順

A solution of 17.3 g (0.27 mol) of potassium hydroxide (88% strength) and 100 ml of methanol is added carefully with vigorous stirring to a solution of 70.9 g (0.27 mol) of 2-methoxycarbonyl-5-nitrobenzenesulfonic acid in 300 ml of methanol. The mixture is cooled to 0° C. and the salt which is precipitated is filtered off, dried and then suspended in 150 ml of sulfolane, 150 ml of acetonitrile and 10 ml of dimethylformamide. After the dropwise addition of 100 ml (1.07 mol) of phosphorus oxychloride, the mixture is heated at boiling for 2.5 h. The reaction mixture is then poured into ice-water. The 2-methoxycarbonyl-5-nitrobenzenesulfonyl chloride (60.1 g, 70% of theory) which has precipitated is filtered off with suction through a Buchner funnel and freed from traces of solvent under reduced pressure. Melting point: 86°-88° C.

後処理

  1. customthe salt which is precipitated
  2. filtrationis filtered off
  3. customdried
  4. temperaturethe mixture is heated
  5. customThe 2-methoxycarbonyl-5-nitrobenzenesulfonyl chloride (60.1 g, 70% of theory) which has precipitated
  6. filtrationis filtered off with suction through a Buchner funnel

出典と根拠

ORDレコード
ord-1037934a96ff4eeaab90d7317a1e6dc9
出典データセット
uspto-grants-1998_03
特許番号
US05723409

関連ノート

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