Chlorosulfonic acid → p-[2-[(5-Chloro-2-methoxybenzoyl)amino]ethyl]benzenesulfonic Acid

HRID 1658597ノート

反応式

HRID 1658597 の反応式
[CH2:1]([NH:9][C:10](=[O:20])[C:11]1[CH:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:12]=1[O:18][CH3:19])[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Cl[S:22]([OH:25])(=[O:24])=[O:23]>C(Cl)(Cl)Cl>[Cl:17][C:15]1[CH:14]=[CH:13][C:12]([O:18][CH3:19])=[C:11]([CH:16]=1)[C:10]([NH:9][CH2:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([S:22]([OH:25])(=[O:24])=[O:23])=[CH:5][CH:4]=1)=[O:20]

参加物

4

反応物 2

HCID 24638Chlorosulfonic acidHCID 1185755-chloro-2-methoxy-N-(2-phenylethyl)benzamide

生成物 1

HCID 10044620p-[2-[(5-Chloro-2-methoxybenzoyl)amino]ethyl]benzenesulfonic Acid

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

N-phenethyl-5-chloro-2-methoxybenzamide (10 g.) dissolved in 25 ml. of chloroform was cooled to -10° and 19 g. of chlorosulfonic acid was added dropwise, maintaining the temperature at -10° to 0°. After the addition was complete the mixture was allowed to rise to room temperature and it was poured onto cracked ice. The crude sulfonic acid was filtered and 7.3 g. (57%) was obtained. A sample recrystallized for analysis from alcohol-acetonitrile melted at 188°-189°. Anal. Calcd. for C16H16ClNO5S: C, 51.94; H, 4.36; Cl, 9.58; N, 3.79; S, 8.67. Found: C, 50.10; H, 4.27; Cl, 9.93; N, 4.04; S, 8.84.

後処理

  1. temperaturemaintaining the temperature at -10° to 0°
  2. additionAfter the addition
  3. customto rise to room temperature
  4. additionit was poured
  5. filtrationThe crude sulfonic acid was filtered
  6. custom(57%) was obtained
  7. customA sample recrystallized for analysis from alcohol-acetonitrile melted at 188°-189°

出典と根拠

ORDレコード
ord-bc8f02c5c844401397121a31c0651e41
出典データセット
uspto-grants-1976_06
特許番号
US03965173

反応ノート

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