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

HRID 2106950
ノート
印刷プレビュー

反応式

HRID 2106950 の反応式
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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
-5 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8a55527235f5424da083687321ba247a
出典データセット
uspto-grants-1990_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04931581

反応ノート

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