Iodoethane → Ethyl 2-[2-chloro-4-(3,5-difluorophenoxy)phenoxy]ethylthiocarbamate

HRID 2226194

反応式

HRID 2226194 の反応式
[Cl:1][C:2]1[CH:11]=[C:10]([O:12][C:13]2[CH:18]=[C:17]([F:19])[CH:16]=[C:15]([F:20])[CH:14]=2)[CH:9]=[CH:8][C:3]=1[O:4][CH2:5][CH2:6][NH2:7].C(N([CH2:26][CH3:27])CC)C.[C:28](=[S:30])=[O:29].C(I)C>O1CCCC1>[Cl:1][C:2]1[CH:11]=[C:10]([O:12][C:13]2[CH:18]=[C:17]([F:19])[CH:16]=[C:15]([F:20])[CH:14]=2)[CH:9]=[CH:8][C:3]=1[O:4][CH2:5][CH2:6][NH:7][C:28](=[S:30])[O:29][CH2:26][CH3:27]

参加物

6

反応物 4

HCID 6340IodoethaneHCID 8471TriethylamineHCID 10039Carbonyl SulfideHCID 157664892-[2-Chloro-4-(3,5-difluorophenoxy)phenoxy]ethylamine

生成物 1

HCID 53835718Ethyl 2-[2-chloro-4-(3,5-difluorophenoxy)phenoxy]ethylthiocarbamate収率 61%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Into a mixture of 1.20 g of 2-[2-chloro-4-(3,5difluorophenoxy)phenoxy]ethylamine, 0.81 g of triethylamine and 20 ml of tetrahydrofuran, excesss of carbonyl sulfide gas was introduced with stirring at room temperature for 30 minutes. To the above mixture, there was added dropwise 0.75 g of ethyl iodide, and the resultant mixture was stirred at the same temperature for 24 hours. The reaction mixture was concentrated, and the residue was poured into 100 ml of water and extracted twice with 100 ml of ethyl acetate. The extracts were combined together, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel chromatography to give 0.95 g of ethyl 2-[2-chloro-4-(3,5-difluorophenoxy)phenoxy]ethylthiocarbamate. Yield: 61%. nD21 : 1.5707.

後処理

  1. concentrationThe reaction mixture was concentrated
  2. additionthe residue was poured into 100 ml of water
  3. extractionextracted twice with 100 ml of ethyl acetate
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-b79b53482b844b0eadbbb594662579ea
出典データセット
uspto-grants-1994_09
特許番号
US05346920

関連ノート

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