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Sodium hydride → Carbamothioic acid, dimethyl-, O-[2-(2-cyanobenzoyl)phenyl] ester

HRID 1087718
ノート
印刷プレビュー

反応式

HRID 1087718 の反応式
[H-].[Na+].[OH:3][C:4]1[CH:19]=[CH:18][CH:17]=[CH:16][C:5]=1[C:6]([C:8]1[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=1[C:10]#[N:11])=[O:7].[CH3:20][N:21]([CH3:25])[C:22](Cl)=[S:23]>O1CCCC1>[CH3:20][N:21]([CH3:25])[C:22](=[S:23])[O:3][C:4]1[CH:19]=[CH:18][CH:17]=[CH:16][C:5]=1[C:6](=[O:7])[C:8]1[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=1[C:10]#[N:11]
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

5

反応物 3

HCID 24758Sodium hydrideHCID 27871Dimethylthiocarbamoyl chlorideHCID 15718539HCID 15718539、化合物

生成物 1

HCID 15718526Carbamothioic acid, dimethyl-, O-[2-(2-cyanobenzoyl)phenyl] ester収率 64.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
50 °C

実験手順

1 g (0.041 mol) of sodium hydride is added in small amounts to a solution of 6.7 g (0.030 mol) of the 2-(2-hydroxybenzoyl)benzonitrile obtained in Preparation VIIIc in 200 ml of tetrahydrofuran. The mixture obtained is stirred for 1 hour at 50° C. The reaction medium is cooled to room temperature and a solution of 4.6 g (0.037 mol) of dimethylthiocarbamoyl chloride in 50 ml of tetrahydrofuran is added. The mixture obtained is stirred for 3 hours at room temperature and then hydrolyzed with an ice/water mixture. Extraction is carried out with ethyl acetate. The organic phase obtained is washed with water, dried over magnesium sulfate and then evaporated under reduced pressure. 6 g of the expected product (yield: 64.5%) are obtained after crystallization from ether.

後処理

  1. customThe mixture obtained
  2. temperatureThe reaction medium is cooled to room temperature
  3. customThe mixture obtained
  4. stirringis stirred for 3 hours at room temperature
  5. extractionExtraction
  6. customThe organic phase obtained
  7. washis washed with water
  8. dry with materialdried over magnesium sulfate
  9. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-c7ffb3d4b2d848aaacee96c734d588e4
出典データセット
uspto-grants-1990_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04960758

反応ノート

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