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

HRID 2226194

반응식

HRID 2226194 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b79b53482b844b0eadbbb594662579ea
출처 데이터셋
uspto-grants-1994_09
특허 번호
US05346920

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