Sodium Methoxide → 4-Propyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide

HRID 743419노트

반응식

HRID 743419 반응식
C[O:2][C:3](=O)[CH:4]([NH:8][S:9]([NH2:12])(=[O:11])=[O:10])[CH2:5][CH2:6][CH3:7].C[O-].[Na+]>CO>[CH2:5]([CH:4]1[NH:8][S:9](=[O:11])(=[O:10])[NH:12][C:3]1=[O:2])[CH2:6][CH3:7]

참가 물질

4

반응물 2

HCID 10942334Sodium MethoxideHCID 539168252-(Aminosulfonylamino)pentanoic acid methyl ester

생성물 1

HCID 189222484-Propyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide수율 72,947.797%

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

A solution of 2- (aminosulfonylamino) pentanoic acid methyl ester (10.5 g; 0.05 mmol) in methanol (100 ml) was added to a solution of sodium methoxide (3.78 g, from 1.61 g of Na) in 100 ml of methanol and the resulting reaction mixture was refluxed for 18 hours. The mixture was cooled, neutralized with BIO-RAD® 50W-X8 H+ ion exchange resin, and filtered. The filtrate was concentrated in vacuo to yield an oil which was crystallized from methanol/hexane to afford 6.5 g (73%) of 4-propyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide (Formula IV: R1 =H; R2 =propyl; R3 =H).

후처리

  1. customthe resulting reaction mixture
  2. temperaturewas refluxed for 18 hours
  3. temperatureThe mixture was cooled
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated in vacuo
  6. customto yield an oil which
  7. customwas crystallized from methanol/hexane

출처 및 근거

ORD 기록
ord-71fba7127cd047009b8a2e8e95ea5b3f
출처 데이터셋
uspto-grants-1996_09
특허 번호
US05556909

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