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

HRID 888904ノート

反応式

HRID 888904 の反応式
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

参加物

5

反応物 3

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

生成物 1

HCID 591512734-bromo-1H-indole-2-carboxamide収率 100%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-ce40d6087e0f4d64aa4a233232fbd730
出典データセット
uspto-grants-2012_08
特許番号
US08252792B2

反応ノート

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