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Methyl iodide → Methyl 3,5-dinitro-2-((phenylmethyl)thio)benzoate

HRID 1612640
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HRID 1612640 반응식
C(=O)([O-])[O-].[K+].[K+].Cl[C:8]1[C:16]([N+:17]([O-:19])=[O:18])=[CH:15][C:14]([N+:20]([O-:22])=[O:21])=[CH:13][C:9]=1[C:10]([OH:12])=[O:11].[CH2:23]([SH:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.[CH3:31]I>CN(C)C=O>[CH3:31][O:12][C:10](=[O:11])[C:9]1[CH:13]=[C:14]([N+:20]([O-:22])=[O:21])[CH:15]=[C:16]([N+:17]([O-:19])=[O:18])[C:8]=1[S:30][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 6328Methyl iodideHCID 7509Benzyl mercaptanHCID 11430Potassium CarbonateHCID 172472-Chloro-3,5-dinitrobenzoic acid

생성물 1

HCID 2755032Methyl 3,5-dinitro-2-((phenylmethyl)thio)benzoate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

반응 조건

온도
-5 °C

실험 절차

332 g (2.40 mol) of potassium carbonate are introduced into 500 ml of dimethylformamide and cooled to -5° C. 375 g (1.14 mol) of 2-chloro-3,5-dinitrobenzoic acid (75% with 25% water; transport and storage form) in 1.1 l of dimethylformamide are then added over a period of 30 minutes, during which time the internal temperature is maintained at from -5° to 4° C. 142 g (1.14 mol) of benzyl mercaptan are then added dropwise at from 0° to 3° C. over a period of 2.5 hours. The temperature is subsequently raised to 20° C. over a period of 16 hours. 170 g (1.2 mol) of methyl iodide are then added dropwise at room temperature over a period of 5 hours. The reaction mixture is then stirred for 16 hours at room temperature and afterwards poured onto 3 l of ice/water, stirred and filtered. The material obtained by filtering with suction is washed four times with 700 ml of water each time and is hydrogenated in the next stage while still damp (see Example 1.15). The dried product has a melting point of 113°-114° C.

후처리

  1. temperatureis maintained at from -5° to 4° C
  2. temperatureThe temperature is subsequently raised to 20° C. over a period of 16 hours
  3. stirringstirred
  4. filtrationfiltered
  5. customThe material obtained
  6. filtrationby filtering with suction
  7. washis washed four times with 700 ml of water each time

출처 및 근거

ORD 기록
ord-f34b54495b0042a78777eca99c36972c
출처 데이터셋
uspto-grants-1993_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05190928

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