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

HRID 1639576ノート

反応式

HRID 1639576 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 8082Piperidine溶媒

反応条件

温度
50 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ddac096b9cb94c1fa2d88ed8f63b202b
出典データセット
uspto-grants-2012_02
特許番号
US08110577B2

反応ノート

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