1,1'-Carbonyldiimidazole → N-(3-methoxy-benzyl)-N-methyl-2-(3,5-dichlorophenyl)-2-(phenylsulfanyl)-acetamide

HRID 1666301

反応式

HRID 1666301 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([S:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:10]([OH:12])=O)[CH:5]=[C:6]([Cl:8])[CH:7]=1.C(N1C=CN=C1)(N1C=CN=C1)=O.[CH3:32][NH:33][CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[C:37]([O:41][CH3:42])[CH:36]=1>ClCCl>[CH3:42][O:41][C:37]1[CH:36]=[C:35]([CH:40]=[CH:39][CH:38]=1)[CH2:34][N:33]([CH3:32])[C:10](=[O:12])[CH:9]([C:4]1[CH:5]=[C:6]([Cl:8])[CH:7]=[C:2]([Cl:1])[CH:3]=1)[S:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

参加物

5

反応物 3

HCID 682631,1'-CarbonyldiimidazoleHCID 51522253-Methoxy-N-methylbenzylamineHCID 670818022-(3,5-Dichlorophenyl)-2-(phenyl-sulfanyl)acetic acid

生成物 1

HCID 67081950N-(3-methoxy-benzyl)-N-methyl-2-(3,5-dichlorophenyl)-2-(phenylsulfanyl)-acetamide収率 76.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of 2-(3,5-dichlorophenyl)-2-(phenyl-sulfanyl)acetic acid (1.65 g) in dichloromethane (50 ml) was treated with 1,1′-carbonyldiimidazole (0.90 g) at room temperature for 2 hours. A solution of N-methyl-3-methoxy-benzylamine (1.0 g) in dichloromethane (15 ml) was added and the stirring was continued for one hour. The reaction mixture was washed with aqueous hydrochloric acid (1M, 50 ml) and aqueous sodium hydroxide (1M, 50 ml). The organic phase was dried and concentrated to dryness leaving crude N-(3-methoxy-benzyl)-N-methyl-2-(3,5-dichlorophenyl)-2-(phenylsulfanyl)-acetamide (1.8 g) as a viscous oil.

後処理

  1. washThe reaction mixture was washed with aqueous hydrochloric acid (1M, 50 ml) and aqueous sodium hydroxide (1M, 50 ml)
  2. customThe organic phase was dried
  3. concentrationconcentrated to dryness

出典と根拠

ORDレコード
ord-2bfcea556a594983b140437c4a5c38c2
出典データセット
uspto-grants-2011_10
特許番号
US08044067B2

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