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

HRID 996

반응식

HRID 996 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매2회

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-1037934a96ff4eeaab90d7317a1e6dc9
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05723409

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