Toluene → HCID 178443319、化合物

HRID 1378283ノート

反応式

HRID 1378283 の反応式
[Cl:1][C:2]1[CH:8]=[C:7]([S:9]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])(=[O:11])=[O:10])[CH:6]=[CH:5][C:3]=1[NH2:4].CO[C:26](OC)(OC)[CH2:27][C:28]([O:30]CC)=O.C1(C)C=CC=CC=1.[Cl:44][C:45]1[CH:50]=[CH:49][C:48]([NH:51][NH2:52])=[CH:47][CH:46]=1>S(=O)(=O)(O)O.C(O)(=O)C>[Cl:1][C:2]1[CH:8]=[C:7]([S:9]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])(=[O:11])=[O:10])[CH:6]=[CH:5][C:3]=1[NH:4][C:26]1[CH2:27][C:28](=[O:30])[N:51]([C:48]2[CH:49]=[CH:50][C:45]([Cl:44])=[CH:46][CH:47]=2)[N:52]=1

参加物

7

反応物 4

HCID 1140TolueneHCID 70624(4-Chlorophenyl)hydrazineHCID 108613032-Chloro-4-dodecylsulfonylanilineHCID 19938995HCID 19938995、化合物

生成物 1

HCID 178443319HCID 178443319、化合物

試薬・触媒・溶媒 2

HCID 1118Sulfuric Acid触媒HCID 176Acetic Acid溶媒

反応条件

温度
110 °C

実験手順

A stirred mixture of 2-chloro- 4-dodecylsulfonylaniline (21.9 g, 0.061 moles), ethyl 3,3,3-trimethoxypropionate (11.7 g, 0.061 moles) and toluene (100 ml) was heated in an oil-bath at 110° C. until solution was attained. Concentrated sulfuric acid (4 drops) was added and the stirred mixture was heated for 2-25 hours allowing volatiles to distill off. The solution was cooled and the solvent was removed on the rotavapor to leave an oil. The oil was dissolved in glacial acetic acid (100 ml) and 4-chlorophenylhydrazine (8.7 g, 0.061 moles) was added. The mixture was stirred at room temperature for 22 hours. Then the resulting solid was filtered off, washed with methanol and dried. The solid was purified by trituration with ethyl acetate to give the product as a pale yellow solid weighing 20.1 g (60%).

後処理

  1. temperaturethe stirred mixture was heated for 2-25 hours
  2. distillationto distill off
  3. temperatureThe solution was cooled
  4. customthe solvent was removed on the rotavapor
  5. customto leave an oil
  6. filtrationThen the resulting solid was filtered off
  7. washwashed with methanol
  8. customdried
  9. customThe solid was purified by trituration with ethyl acetate

出典と根拠

ORDレコード
ord-0e43ab36f34b42e08e65d77367c0b4c4
出典データセット
uspto-grants-1997_09
特許番号
US05667946

反応ノート

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