5-chloro-N-methylpyridin-2-amine → 1,1-bis(phenylsulphonyl)-2-[N-(5-chloropyrid-2-yl)-N-methylamino]ethene

HRID 542893

反応式

HRID 542893 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][CH3:9])=[N:6][CH:7]=1.C(O[CH:13]=[C:14]([S:24]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)(=[O:26])=[O:25])[S:15]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)(=[O:17])=[O:16])C>Cl.C1(C)C=CC=CC=1.N12CCCC1=NCCC2>[C:27]1([S:24]([C:14]([S:15]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)(=[O:17])=[O:16])=[CH:13][N:8]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][N:6]=2)[CH3:9])(=[O:25])=[O:26])[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

参加物

6

反応物 2

HCID 38370245-chloro-N-methylpyridin-2-amineHCID 124009381,1-Bis(phenylsulphonyl)-2-ethoxyethene

生成物 1

HCID 202074401,1-bis(phenylsulphonyl)-2-[N-(5-chloropyrid-2-yl)-N-methylamino]ethene

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid触媒HCID 763491,5-Diazabicyclo(4.3.0)non-5-ene触媒HCID 1140Toluene溶媒

実験手順

A mixture of 5-chloro-2-(methylamino)pyridine (0.41 g), 2-ethoxy-1,1-bis(phenylsulphonyl)ethene and concentrated hydrochloric acid (1 drop) in toluene (20 ml) was heated at reflux for 4 hours and then the mixture was treated with 1,5-diazabicyclo[4.3.0]-non-5-ene (3 drops) and heated at reflux for 18 hours. The reaction mixture was cooled and concentrated in vacuo to give an oil which was triturated with ethanol to give a brown solid which was recrystallised from toluene to give 1,1-bis(phenylsulphonyl)-2-[N-(5-chloropyrid-2-yl)-N-methylamino]ethene (0.2 g), mp. 205°-206° C.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 4 hours
  3. temperatureheated
  4. temperatureat reflux for 18 hours
  5. temperatureThe reaction mixture was cooled
  6. concentrationconcentrated in vacuo
  7. customto give an oil which
  8. customwas triturated with ethanol
  9. customto give a brown solid which
  10. customwas recrystallised from toluene

出典と根拠

ORDレコード
ord-b3a9fe616479454fa1f454e11bde5baa
出典データセット
uspto-grants-1987_04
特許番号
US04659727

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