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Oxalyl chloride → HCID 10192786, 화합물

HRID 720483
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HRID 720483 반응식
[C:1](Cl)(=[O:5])[C:2](Cl)=[O:3].[CH3:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([CH3:14])[C:9]=1[NH:15][C:16]([NH:18][CH3:19])=[S:17]>C(Cl)Cl>[CH3:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([CH3:14])[C:9]=1[N:15]1[C:2](=[O:3])[C:1](=[O:5])[N:18]([CH3:19])[C:16]1=[S:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 65578Oxalyl chlorideHCID 686503HCID 686503, 화합물

생성물 1

HCID 10192786HCID 10192786, 화합물수율 65.9%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Oxalyl chloride (8.4 g; 0.066 mol) was added dropwise to the stirring solution of N-(2,6-dimethyl phenyl)-N′-methylthiourea (6.4 g; 0.033 mol) in methylene chloride (100 mL). The mixture was heated at reflux for 2 hours then evaporated to dryness. Ethanol (100 mL) was added and the mixture was heated at reflux for 1 hour. The solvent was concentrated. The precipitated solid was collected by filtration and dried to give 5.4 g of 1-(2,6-Dimethylphenyl)-3-methyl-2-thioxo-4,5-imidazolidinedione, m.p. 144–146° C. Mass spectrum; (El, M.+) m/z248. 1H-NMR (DMSO-d6; 300 MHz): δ 7.30 (t, 1H), 7.18 (d, 2H), 3.33 (s, 3H), and 2.08 ppm (s, 6H).

후처리

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 2 hours
  3. customthen evaporated to dryness
  4. additionEthanol (100 mL) was added
  5. temperaturethe mixture was heated
  6. temperatureat reflux for 1 hour
  7. concentrationThe solvent was concentrated
  8. filtrationThe precipitated solid was collected by filtration
  9. customdried

출처 및 근거

ORD 기록
ord-740c101ae38447508703ca563fda393e
출처 데이터셋
uspto-grants-2006_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07135492B2

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