Hydrogen Sulfide → 2-(3-Methyl-[1,2,4]thiadiazol-5-yl)-7-thiocarbamoyl heptanoic acid phenylamide

HRID 1639576노트

반응식

HRID 1639576 반응식
[C:1]1([NH:7][C:8](=[O:23])[CH:9]([C:17]2[S:21][N:20]=[C:19]([CH3:22])[N:18]=2)[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]#[N:16])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[SH2:24]>N1C=CC=CC=1.N1CCCCC1>[C:1]1([NH:7][C:8](=[O:23])[CH:9]([C:17]2[S:21][N:20]=[C:19]([CH3:22])[N:18]=2)[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15](=[S:24])[NH2:16])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

5

반응물 2

HCID 402Hydrogen SulfideHCID 593780587-Cyano-2-(3-methyl[1,2,4]thiadiazol-5-yl)heptanoic acid phenylamide

생성물 1

HCID 593780722-(3-Methyl-[1,2,4]thiadiazol-5-yl)-7-thiocarbamoyl heptanoic acid phenylamide

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 8082Piperidine용매

반응 조건

온도
50 °C

실험 절차

To a stirred mixture of 7-cyano-2-(3-methyl[1,2,4]thiadiazol-5-yl)heptanoic acid phenylamide (2021044) (0.55 g, 1.7 mmol) in pyridine (120 mL) and piperidine (30 mL) was slowly bubbled hydrogen sulphide for 15 min. The resultant mixture was then stoppered and stirred at 50° C. for five days. The solvent was removed under reduced pressure, water (150 mL) was added to the residue, and the resultant solution was extracted with dichloromethane (3×150 mL). The crude product (1.6 g) was purified by preparative liquid chromatography to afford 2-(3-methyl-[1,2,4]thiadiazol-5-yl)-7-thiocarbamoyl heptanoic acid phenylamide (2021036) as a white solid.

후처리

  1. customfor 15 min
  2. customThe solvent was removed under reduced pressure, water (150 mL)
  3. additionwas added to the residue
  4. extractionthe resultant solution was extracted with dichloromethane (3×150 mL)
  5. customThe crude product (1.6 g) was purified by preparative liquid chromatography

출처 및 근거

ORD 기록
ord-ddac096b9cb94c1fa2d88ed8f63b202b
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08110577B2

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