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

HRID 1087718
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HRID 1087718 반응식
[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]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 27871Dimethylthiocarbamoyl chlorideHCID 15718539HCID 15718539, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
50 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c7ffb3d4b2d848aaacee96c734d588e4
출처 데이터셋
uspto-grants-1990_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04960758

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