Methanol → 2-Methoxycarbonyl-5-nitrobenzenesulfonic acid

HRID 995

반응식

HRID 995 반응식
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:5]=1[S:13]([OH:16])(=[O:15])=[O:14])([OH:3])=[O:2].S(Cl)(Cl)=O.[CH3:21]O>CN(C=O)C>[CH3:21][O:2][C:1]([C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:5]=1[S:13]([OH:16])(=[O:15])=[O:14])=[O:3]

참가 물질

5

반응물 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 4070254-Nitro-2-sulfobenzoic acid

생성물 1

HCID 196938012-Methoxycarbonyl-5-nitrobenzenesulfonic acid

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
0 °C

실험 절차

A suspension of 190.0 g (0.77 mol) of 2-carboxy-5-nitrobenzenesulfonic acid, 10 ml of DMF and 250 ml (3.43 mol) of thionyl chloride is heated at boiling for 3 h. After separating off the insoluble constituents by filtration, the filtrate is concentrated. 200 ml (4.94 mol) of methanol are added to the residue which results. When addition is complete the reaction mixture is cooled to 0° C. The solid which precipitates is filtered off and dried. 70.9 g (35.3% of theory) of colorless, crystalline 2-methoxycarbonyl-5-nitrobenzenesulfonic acid (m.p.: 92°-94° C.) are thus obtained. By distilling off the volatile components from the mother liquor, a second fraction (62.5 g, 31.1% of theory) is obtained.

후처리

  1. temperatureis heated
  2. customAfter separating off the insoluble constituents
  3. filtrationby filtration
  4. concentrationthe filtrate is concentrated
  5. customresults
  6. additionWhen addition
  7. customThe solid which precipitates
  8. filtrationis filtered off
  9. customdried

출처 및 근거

ORD 기록
ord-ef5dd0a2d9f54429bb4780c2b3d7888b
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05723409

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