Sodium Chloride → HCID 54126959, 화합물

HRID 1250203노트

반응식

HRID 1250203 반응식
[CH3:1][C:2]1[N:3]=[N:4][S:5][C:6]=1[CH:7]=O.[C:9]([CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])#[N:10].N1CCCC1.S(C1C=CC(C)=CC=1)(O)(=O)=O.[Cl-].[Na+]>C1(C)C=CC=CC=1>[C:9]([C:11](=[CH:7][C:6]1[S:5][N:4]=[N:3][C:2]=1[CH3:1])[C:12]([O:14][CH2:15][CH3:16])=[O:13])#[N:10]

참가 물질

7

반응물 5

HCID 5234Sodium ChlorideHCID 6101p-Toluenesulfonic acidHCID 7764Ethyl cyanoacetateHCID 31268PyrrolidineHCID 27712924-Methyl-1,2,3-thiadiazole-5-carbaldehyde

생성물 1

HCID 54126959HCID 54126959, 화합물수율 30%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To 50 ml of toluene were added 1.5 g (12 mmol) of 4-methyl-1,2,3-thiadiazole-5-carbaldehyde, 1.5 g (13 mmol) of ethyl cyanoacetate, 0.40 g (6.0 mmol) of pyrrolidine and 0.20 g (1.2 mmol) of tosylic acid. In a reactor equipped with a Dean-Stark dehydrating apparatus, the mixture obtained above was stirred for 2 hours with heating under reflux. After the reaction was completed, a saturated aqueous solution of sodium chloride was added to the reaction mixture, the objective product was extracted with ethyl acetate, the organic layer was washed successively with dilute hydrochloric acid, saturated aqueous solution of sodium hydrogen carbonate and saturated aqueous solution of sodium chloride, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography using 3:1 mixture of n-hexane and ethyl acetate. Thus, 0.73 g of the objective compound was obtained.

후처리

  1. customIn a reactor equipped with a Dean-Stark
  2. customthe mixture obtained
  3. temperaturewith heating
  4. temperatureunder reflux
  5. extractionthe objective product was extracted with ethyl acetate
  6. washthe organic layer was washed successively with dilute hydrochloric acid, saturated aqueous solution of sodium hydrogen carbonate and saturated aqueous solution of sodium chloride
  7. distillationthe solvent was distilled off under reduced pressure
  8. customthe residue was purified by silica gel column chromatography
  9. addition3:1 mixture of n-hexane and ethyl acetate

출처 및 근거

ORD 기록
ord-84bab6e52ba347f3bac7f89f821b4d13
출처 데이터셋
uspto-grants-2002_01
특허 번호
US06337341B1

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