HCID 85844986, compound → HCID 67211384, compound

HRID 1727250Notes

Reaction equation

HRID 1727250 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][C:4]=1[NH:11][C:12]([CH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1)=[S:13]>[OH-].[Na+].[Fe-3](C#N)(C#N)(C#N)(C#N)(C#N)C#N.[K+].[K+].[K+]>[CH:14]1([C:12]2[S:13][C:5]3[C:6]([O:9][CH3:10])=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[C:4]=3[N:11]=2)[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1

Participants

4

Reactant 1

HCID 85844986HCID 85844986, compound

Product 1

HCID 67211384HCID 67211384, compoundYield 88.1%

Reagents, catalysts & solvents 2

HCID 178511488HCID 178511488, compoundCatalystHCID 14798Sodium HydroxideSolvent

Conditions

Temperature
0 °C

Procedure

1.26 g (4.50 mmol) of N-(2,5-dimethoxyphenyl)cyclohexanecarbothioamide is dissolved in 100 ml of a 1.5 M sodium hydroxide solution (100 ml) and the reaction medium is cooled down to 0° C. before adding 25 ml of a freshly prepared 20% aqueous solution of potassium ferricyanide (5.05 g of K3[Fe(CN)6]; 3.4 eq.). The reaction mixture is maintained under stirring at ambient temperature for 24 hours, then 1.1 g (yield=88%) of the expected benzothiazole derivative is obtained by filtration, washing with cold water and drying under reduced pressure in the presence of P2O5.

Workup

  1. temperatureThe reaction mixture is maintained

Sources & evidence

ORD record
ord-8e467b1880694c60ab2b9bfc8d10eef9
Source dataset
uspto-grants-2009_02
Patent number
US07495021B2

Reaction notes

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