Ammonia → 4-bromo-1H-indole-2-carboxamide

HRID 2365160노트

반응식

HRID 2365160 반응식
C(Cl)(=O)C(Cl)=O.[Br:7][C:8]1[CH:16]=[CH:15][CH:14]=[C:13]2[C:9]=1[CH:10]=[C:11]([C:17]([OH:19])=O)[NH:12]2.[NH3:20]>C(Cl)Cl>[Br:7][C:8]1[CH:16]=[CH:15][CH:14]=[C:13]2[C:9]=1[CH:10]=[C:11]([C:17]([NH2:20])=[O:19])[NH:12]2

참가 물질

5

반응물 3

HCID 222AmmoniaHCID 65578Oxalyl chlorideHCID 40426044-bromo-1H-indole-2-carboxylic acid

생성물 1

HCID 591512734-bromo-1H-indole-2-carboxamide수율 100%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Oxalyl chloride (0.9 mL, 10 mmol) was added to a suspension of 4-bromo-1H-indole-2-carboxylic acid (2.1 g, 8.8 mmol) in DCM and the mixture was stirred for 2 h. The solution formed was added drop-wise to a stirring mixture of ammonia (37%, 50 mL) and ice (50 mL). The resulting mixture was allowed to stand for 3 days. The mixture was filtered and the filtrate extracted with EtOAc. The solid from the filtration was dissolved in EtOAc and the organic solutions were combined, dried (MgSO4) and then evaporated to afford the title compound as a brown solid (2.1 g, 100%).

후처리

  1. customThe solution formed
  2. additionwas added drop-wise
  3. waitto stand for 3 days
  4. filtrationThe mixture was filtered
  5. extractionthe filtrate extracted with EtOAc
  6. filtrationThe solid from the filtration
  7. dissolutionwas dissolved in EtOAc
  8. dry with materialdried (MgSO4)
  9. customevaporated

출처 및 근거

ORD 기록
ord-59c60a2e25634da18f36736045ed4cfe
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08697693B2

반응 노트

불러오는 중…