HCID 54200082, compound → HCID 23050252, compound

HRID 1651640Notes

Reaction equation

HRID 1651640 reaction equation
[C:1]([C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[C:9]([O:15][CH3:16])[CH:8]=1)=[S:5])(=[O:3])[NH2:2]>[OH-].[K+].O.[Fe-3](C#N)(C#N)(C#N)(C#N)(C#N)C#N.[K+].[K+].[K+]>[CH3:16][O:15][C:9]1[C:10]([O:13][CH3:14])=[CH:11][C:12]2[S:5][C:4]([C:1]([NH2:2])=[O:3])=[N:6][C:7]=2[CH:8]=1

Participants

5

Reactant 1

HCID 54200082HCID 54200082, compound

Product 1

HCID 23050252HCID 23050252, compoundYield 86.3%

Reagents, catalysts & solvents 3

HCID 178511488HCID 178511488, compoundCatalystHCID 962WaterSolventHCID 14797Potassium HydroxideSolvent

Conditions

Temperature
10 °C

Procedure

A solution of N-(carbamoyl-thiocarbonyl-)-3,4-dimethoxy-aniline (14 g) in 12% aqueous potassium hydroxide solution (1.26 l) was added slowly to a stirred solution of potassium ferricyanide (251.5 g) in water (560 ml) cooled to 10° C. The thick, yellow precipitate formed was stirred for 30 min., collected by filtration, washed with water, and dried. Crystallisation from dichloromethane/ethanol gave 5,6-dimethoxy-benzothiazole-2-carboxamide (11.98 g); m.p. 211°-212° C.

Workup

  1. customThe thick, yellow precipitate formed
  2. filtrationcollected by filtration
  3. washwashed with water
  4. customdried
  5. customCrystallisation from dichloromethane/ethanol

Sources & evidence

ORD record
ord-6a37ada45c3a40ffbce93d81e80248a9
Source dataset
uspto-grants-1990_05
Patent number
US04929636

Reaction notes

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