Sodium → HCID 58118508, compound

HRID 1182836Notes

Reaction equation

HRID 1182836 reaction equation
[Na].[Br:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][CH2:10][C:11]([NH2:13])=[O:12])=[C:5]([C:14]#[N:15])[CH:4]=1>CC(O)C>[NH2:15][C:14]1[C:5]2[C:6](=[CH:7][CH:8]=[C:3]([Br:2])[CH:4]=2)[NH:9][C:10]=1[C:11]([NH2:13])=[O:12]

Participants

4

Reactant 2

HCID 5360545SodiumHCID 58118512HCID 58118512, compound

Product 1

HCID 58118508HCID 58118508, compoundYield 8.7%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

1.4 g (63.0 mmol) sodium was dissolved in 200 ml 2-propanol, thereafter 16.0 g (63.0 mmol) 2-(4-bromo-2-cyano-phenylamino)acetamide was added and the solution was stirred at room temperature for 14 h. Then, the solvent was concentrated and water was added. The resulting precipitate was sucked off and washed with water. 1.4 g (8%) 3-amino-5-bromo-1H-indole-2-carboxylic acid amide was obtained. ESI-MS [m/z]: 254, 256 [M+H]+

Workup

  1. concentrationThen, the solvent was concentrated
  2. additionwater was added
  3. washwashed with water

Sources & evidence

ORD record
ord-2b72f3ba78bd4b609783b988c3c1bed7
Source dataset
uspto-grants-2014_03
Patent number
US08664233B2

Reaction notes

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