Benzoic acid, 2-mercapto-, methyl ester → 1-(2,4-Dichlorophenoxy)-1-(2-methoxycarbonyl-phenylthio)-methane

HRID 280070

반응식

HRID 280070 반응식
[SH:1][C:2]1[CH:11]=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[Cl:12][C:13]1[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:14]=1[O:20][CH2:21]Cl>O1CCCC1.CN(C)C=O>[Cl:12][C:13]1[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:14]=1[O:20][CH2:21][S:1][C:2]1[CH:11]=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]

참가 물질

5

반응물 2

HCID 21009Benzoic acid, 2-mercapto-, methyl esterHCID 12353529Chloromethyl 2,4-dichlorophenyl ether

생성물 1

HCID 155919681-(2,4-Dichlorophenoxy)-1-(2-methoxycarbonyl-phenylthio)-methane수율 90.4%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of 28 g (0.25 mol) of potassium tert.-butylate in 120 ml of tetrahydrofuran was slowly added dropwise to a solution of 33.6 g (0.2 mol) of methyl 2-mercapto-benzoate in 50 ml of tetrahydrofuran at 5° C. At the end of the dropwise addition, stirring was continued at 5° C. for a further 30 minutes. The solid product precipitated was filtered off with suction and dissolved in 100 ml of dimethylformamide. A solution of 42.3 g (0.2 mol) of chloromethyl 2,4-dichlorophenyl ether in 60 ml of dimethylformamide was added dropwise to this solution, while stirring at 25° C. The mixture was subsequently stirred at 30° C. for 1 hour and then worked up by stirring into 1.5 liters of ice-water. The suspension thereby formed was filtered off with suction and the solid product precipitated was dried in air. 62 g (90.4% of theory) of 1-(2,4-dichlorophenoxy)-1 -(2-methoxycarbonyl-phenylthio)-methane were obtained in this manner in the form of colourless crystals of melting point 122°-124° C.

후처리

  1. additionAt the end of the dropwise addition
  2. customThe solid product precipitated
  3. filtrationwas filtered off with suction
  4. dissolutiondissolved in 100 ml of dimethylformamide
  5. stirringwhile stirring at 25° C
  6. stirringThe mixture was subsequently stirred at 30° C. for 1 hour
  7. customThe suspension thereby formed
  8. filtrationwas filtered off with suction
  9. customthe solid product precipitated
  10. customwas dried in air

출처 및 근거

ORD 기록
ord-7fb8992cf57545959c29c1891f75bff4
출처 데이터셋
uspto-grants-1986_05
특허 번호
US04588433

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