Benzenesulfenyl chloride → 1-Methyl-2-[nitro(phenylsulfanyl)methylidene]imidazolidine

HRID 1973248ノート

反応式

HRID 1973248 の反応式
[C:1]1([S:7]Cl)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:9][N:10]1[CH2:14][CH2:13][NH:12][C:11]1=[CH:15][N+:16]([O-:18])=[O:17]>N1C=CC=CC=1>[CH3:9][N:10]1[CH2:14][CH2:13][NH:12][C:11]1=[C:15]([N+:16]([O-:18])=[O:17])[S:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

4

反応物 2

HCID 11008040Benzenesulfenyl chlorideHCID 702500461-Methyl-2-(nitromethylidene)imidazolidine

生成物 1

HCID 706390091-Methyl-2-[nitro(phenylsulfanyl)methylidene]imidazolidine

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

14.6 g of phenylsulfenyl chloride was added dropwise to a cooled, stirred solution of 14.3 g of Compound 1A in 250 ml of pyridine. The mixture was allowed to stand overnight at room temperature, then excess pyridine was recovered on a rotary evaporator. The residue was treated with 250 ml of water and the mixture was extracted with methylene chloride. The combined extracts were dried and the solvent was evaporated to give a crystalline solid which was triturated with ethyl acetate, then ethanol, to yield 1-methyl-2-(nitro(phenylthio)methylene)imidazolidine (1B) as a yellow solid, melting point: 170°-173°.

後処理

  1. customexcess pyridine was recovered on a rotary evaporator
  2. additionThe residue was treated with 250 ml of water
  3. extractionthe mixture was extracted with methylene chloride
  4. customThe combined extracts were dried
  5. customthe solvent was evaporated
  6. customto give a crystalline solid which
  7. customwas triturated with ethyl acetate

出典と根拠

ORDレコード
ord-10851a51b61841f68b7df67583548852
出典データセット
uspto-grants-1976_12
特許番号
US03996372

反応ノート

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