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Benzenesulfonamide → N-benzenesulfonyl-3-amino-4-nitrobenzamide

HRID 321972
ノート
印刷プレビュー

反応式

HRID 321972 の反応式
C([NH:4][C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][C:13]=1[N+:14]([O-:16])=[O:15])[C:8]([OH:10])=O)(=O)C.[C:17]1([S:23]([NH2:26])(=[O:25])=[O:24])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C1(C2CCCCCCCCCC=2)CCCCCCCCNN=1>CN(C)C=O>[C:17]1([S:23]([NH:26][C:8](=[O:10])[C:7]2[CH:11]=[CH:12][C:13]([N+:14]([O-:16])=[O:15])=[C:5]([NH2:4])[CH:6]=2)(=[O:25])=[O:24])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 7370BenzenesulfonamideHCID 39330783-Acetamido-4-nitrobenzoic acidHCID 536302743-(Cycloundecen-1-yl)-1,2-diazacycloundec-2-ene

生成物 1

HCID 18315560N-benzenesulfonyl-3-amino-4-nitrobenzamide収率 50.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

N,N′-carbonyldiimidazole (28.9 g) is added to an N,N-dimethylformamide (300 ml) solution of 3-acetylamino-4-nitro-benzoic acid (20.0 g), and the solution is stirred for 1 hour at room temperature. Further, benzenesulfonamide (28.0 g) and diazabicycloundecene (27.16 g) are added to the solution and the solution is stirred for 4 days at 100° C. The solvent is removed through evaporation under reduced pressure. Chloroform and 10% sodium hydroxide aqueous solution are added to the residue, and the mixture is stirred briskly. 10% hydrochloric acid is added to the aqueous layer until neutral. Chloroform is added and the solution is stirred briskly. The precipitated crystals are separated through filtration, and are dried. Thus, N-benzenesulfonyl-3-amino-4-nitrobenzamide (14.4 g) is obtained.

後処理

  1. stirringthe solution is stirred for 4 days at 100° C
  2. customThe solvent is removed through evaporation under reduced pressure
  3. additionChloroform and 10% sodium hydroxide aqueous solution are added to the residue
  4. stirringthe mixture is stirred briskly
  5. addition10% hydrochloric acid is added to the aqueous layer until neutral
  6. additionChloroform is added
  7. stirringthe solution is stirred briskly
  8. customThe precipitated crystals are separated through filtration
  9. customare dried

出典と根拠

ORDレコード
ord-6718aa49e1c54bb0b543d12d6dbefcd3
出典データセット
uspto-grants-2001_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06211177B1

反応ノート

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