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2-Methyl-2-thiopseudourea sulfate → HCID 54014435, 화합물

HRID 650632
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HRID 650632 반응식
C([O-])(=O)C.[Na+].S(O)(O)(=O)=O.[CH3:11][S:12][C:13](=[NH:15])[NH2:14].[CH2:16]([O:18][C:19](=[O:34])[C:20]([C:25](=O)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[Br:32])=[CH:21]N(C)C)[CH3:17]>CN(C)C=O>[CH2:16]([O:18][C:19]([C:20]1[C:25]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=2[Br:32])=[N:15][C:13]([S:12][CH3:11])=[N:14][CH:21]=1)=[O:34])[CH3:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 752702-Methyl-2-thiopseudourea sulfateHCID 517045Sodium AcetateHCID 541240112-(2-Bromo-benzoyl)-3-dimethylamino-acrylic acid ethyl ester

생성물 1

HCID 54014435HCID 54014435, 화합물수율 69.6%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

To a suspension of 3.81 g (46.54 mmol) sodiumacetate and 6.47 g (23.27 mmol) S-methylisothiourea sulfate in 100 ml N,N-dimethylformamide a solution of 6.90 g (21.15 mmol) 2-(2-bromo-benzoyl)-3-dimethylamino-acrylic acid ethyl ester in 20 ml N,N-dimethylformamide was added at once and the resulting reaction mixture was stirred for 16 hrs. at 90°. The solvent was evaporated and the residue distributed between 100 ml CH2Cl2 and 100 ml H2O. The aqueous phase was extracted twice with 100 ml CH2Cl2. The combined organic layers were dried (MgSO4), filtered and evaporated. The residue was purified by chromatography (SiO2, CH2Cl2) to give 5.20 g (69%) 4-(2-bromo-phenyl)-2-methylsulfanyl-pyrimidine-5-carboxylic acid ethyl ester as a pale green oil.

후처리

  1. additionwas added at once and
  2. customthe resulting reaction mixture
  3. customat 90°
  4. customThe solvent was evaporated
  5. extractionThe aqueous phase was extracted twice with 100 ml CH2Cl2
  6. dry with materialThe combined organic layers were dried (MgSO4)
  7. filtrationfiltered
  8. customevaporated
  9. customThe residue was purified by chromatography (SiO2, CH2Cl2)

출처 및 근거

ORD 기록
ord-fdecb561c2d74f8985e8bcdfea01981e
출처 데이터셋
uspto-grants-2001_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06274588B1

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