Potassium Carbonate → HCID 86646941, compound

HRID 1929346Notes

Reaction equation

HRID 1929346 reaction equation
BrBr.[CH3:3][N:4]1[C:8]([CH2:9][O:10][C:11]2[CH:17]=[CH:16][C:14]([NH2:15])=[CH:13][CH:12]=2)=[CH:7][C:6]([CH3:18])=[N:5]1.[S-:19][C:20]#[N:21].[K+].C(=O)([O-])[O-].[K+].[K+]>C(O)(=O)C.O>[CH3:3][N:4]1[C:8]([CH2:9][O:10][C:11]2[CH:17]=[CH:16][C:14]3[N:15]=[C:20]([NH2:21])[S:19][C:13]=3[CH:12]=2)=[CH:7][C:6]([CH3:18])=[N:5]1

Participants

7

Reactant 4

HCID 11430Potassium CarbonateHCID 24408BromineHCID 516872Potassium thiocyanateHCID 65845757HCID 65845757, compound

Product 1

HCID 86646941HCID 86646941, compoundYield 80.6%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolvent2×HCID 962WaterSolvent

Procedure

add, dropwise, a solution of 0.103 cm3 of dibromine in 3 cm3 of glacial acetic acid at around 20° C. to a solution of 0.44 g of 4-[(1,3-dimethyl-1H-pyrazol-5-yl)methoxy]aniline and 0.787 g of potassium thiocyanate in 6 cm3 of glacial acetic acid. After stirring for about twenty hours, the reaction mixture is poured into 50 cm3 of water. The pH of the solution obtained is adjusted to 8-9 by adding solid potassium carbonate. A gum forms. After stirring for about an hour, the beige solid that formed is drained, washed three times with 20 cm3 of water, then dried in a desiccator under reduced pressure (0.2 kPa) in the presence of phosphoric anhydride. We obtain 0.448 g of 6-[(1,3-dimethyl-1H-pyrazol-5-yl)methoxy]-1,3-benzothiazol-2-amine in the form of a beige powder, which has the following characteristics:

Workup

  1. additionadd
  2. customat around 20° C.
  3. customThe pH of the solution obtained
  4. stirringAfter stirring for about an hour
  5. customthe beige solid that formed
  6. washwashed three times with 20 cm3 of water
  7. dry with materialdried in a desiccator under reduced pressure (0.2 kPa) in the presence of phosphoric anhydride

Sources & evidence

ORD record
ord-a650c843ed1f4664952d22915272ddb6
Source dataset
uspto-grants-2012_05
Patent number
US08188078B2

Reaction notes

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