Methanol → 2-Methoxycarbonyl-5-nitrobenzenesulfonic acid

HRID 995

反応式

HRID 995 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 196938012-Methoxycarbonyl-5-nitrobenzenesulfonic acid

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ef5dd0a2d9f54429bb4780c2b3d7888b
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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