4-Nitrobenzenesulfonic acid → Nosyl ether

HRID 620428

反応式

HRID 620428 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([OH:13])(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>ClC=CCl>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([S:10]([O:13][S:10]([C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=2)(=[O:11])=[O:12])(=[O:11])=[O:12])=[CH:8][CH:9]=1)([O-:3])=[O:2]

参加物

4

反応物 2

HCID 87404-Nitrobenzenesulfonic acidHCID 14812Phosphorus oxide (P4O10)

生成物 1

HCID 13084338Nosyl ether収率 20.9%

試薬・触媒・溶媒 1

HCID 109001,2-Dichloroethylene溶媒

実験手順

A mixture of p-nitrobenzenesulfonic acid (20 g), phosphorous pentoxide (50 g) and 1,2-dichloroethylene (100 ml) is heated at reflux for 4 days. The hot supernatant is decanted from the gummy residue and allowed to cool to room temperature. The resulting crystalline precipitate of p-nitrobenzenesulfonic anhydride (1.5 g) is collected, washed with anhydrous diethylether, and dried under vacuum. The gummy residue is twice more refluxed overnight with 100 ml portions of dichloroethylene and worked up as above to provide additional p-nitrobenzenesulfonic anhydride (4.0 g); mp 171°-172°.

後処理

  1. temperatureis heated
  2. temperatureat reflux for 4 days
  3. customThe hot supernatant is decanted from the gummy residue
  4. customThe resulting crystalline precipitate of p-nitrobenzenesulfonic anhydride (1.5 g) is collected
  5. washwashed with anhydrous diethylether
  6. customdried under vacuum
  7. temperatureThe gummy residue is twice more refluxed overnight with 100 ml portions of dichloroethylene

出典と根拠

ORDレコード
ord-ddbbb8f670c741cf9f015e2b3366930e
出典データセット
uspto-grants-1989_04
特許番号
US04820817

関連ノート

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