Ethanol → HCID 67103750, compound

HRID 2080812Notes

Reaction equation

HRID 2080812 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10](=[S:18])[C:11]2[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][CH:12]=2)=[CH:5][CH:4]=1)#[N:2].C(O)C.[OH-].[Na+]>O.[Fe-3](C#N)(C#N)(C#N)(C#N)(C#N)C#N.[K+].[K+].[K+]>[C:14]1([CH3:17])[CH:13]=[CH:12][C:11]([C:10]2[S:18][C:7]3[CH:8]=[C:3]([C:1]#[N:2])[CH:4]=[CH:5][C:6]=3[N:9]=2)=[CH:16][CH:15]=1

Participants

6

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 23155557HCID 23155557, compound

Product 1

HCID 67103750HCID 67103750, compoundYield 49%

Reagents, catalysts & solvents 2

HCID 178511488HCID 178511488, compoundCatalystHCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

Potassium ferricyanide (5.78 g) was dissolved in distilled water (40 ml) and the whole was heated to 90° C. A suspension containing the compound (1.09 g) obtained in Example 43-2, ethanol (1.0 ml), and a 30% sodium hydroxide aqueous solution (3.2 ml) was dropped to the reaction solution for 5 minutes. The whole was stirred at 90° C. for 3 hours and then cooled to room temperature. The precipitated solid was filtrated out and purified by recrystallization (methanol), thereby obtaining the subject compound (0.53 g) as a white solid.

Workup

  1. temperaturecooled to room temperature
  2. filtrationThe precipitated solid was filtrated out
  3. custompurified by recrystallization (methanol)

Sources & evidence

ORD record
ord-7aca0f0ab89347eea8f38b1f161bafd3
Source dataset
uspto-grants-2011_04
Patent number
US07932281B2

Reaction notes

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