Benzyl isocyanate → 4-(3-Benzyl-ureido)-5-methyl-thiophene-2-carboxylic acid (1,3-benzodioxol-5-ylmethyl)-amide

HRID 583775노트

반응식

HRID 583775 반응식
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][NH:11][C:12]([C:14]3[S:15][C:16]([CH3:20])=[C:17]([NH2:19])[CH:18]=3)=[O:13])=[CH:9][C:4]=2[O:3][CH2:2]1.[CH2:21]([N:28]=[C:29]=[O:30])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>O1CCOCC1>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][NH:11][C:12]([C:14]3[S:15][C:16]([CH3:20])=[C:17]([NH:19][C:29]([NH:28][CH2:21][C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=4)=[O:30])[CH:18]=3)=[O:13])=[CH:9][C:4]=2[O:3][CH2:2]1

참가 물질

4

반응물 2

HCID 76639Benzyl isocyanateHCID 611175195-Methyl-4-amino-thiophene-2-carboxylic acid (1,3-benzodioxol-5-ylmethyl)-amide

생성물 1

HCID 101271134-(3-Benzyl-ureido)-5-methyl-thiophene-2-carboxylic acid (1,3-benzodioxol-5-ylmethyl)-amide수율 37.1%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

A mixture of 5-methyl-4-amino-thiophene-2-carboxylic acid (1,3-benzodioxol-5-ylmethyl)-amide from Step 2 (0.6 g, 2.1 mmol) and benzyl isocyanate (0.28 g, 2.1 mmol) in 1,4-dioxane (100 mL) was stirred under an inert atmosphere and heated to reflux. After 30 minutes, the mixture was allowed to cool, and the solvent was removed under reduced pressure. The residue was triturated in a small amount of acetonitrile, cooled, and filtered to afford 0.33 g of 4-(3-benzyl-ureido)-5-methyl-thiophene-2-carboxylic acid (1,3-benzodioxol-5-ylmethyl)-amide. A sample was recrystallized from methanol to give product with a mp 194-195° C.

후처리

  1. temperatureheated to reflux
  2. temperatureto cool
  3. customthe solvent was removed under reduced pressure
  4. customThe residue was triturated in a small amount of acetonitrile
  5. temperaturecooled
  6. filtrationfiltered

출처 및 근거

ORD 기록
ord-b6767c996fff46b09cdeac2da97f0e15
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06924276B2

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