Hydrochloric Acid → HCID 14748613, compound

HRID 1074175Notes

Reaction equation

HRID 1074175 reaction equation
C(=O)([O-])[O-].[K+].[K+].Br[CH:8](Br)[C:9]([OH:11])=[O:10].[CH2:13]([N:15]1[C:19]([C:20]([C:22]2[CH:27]=[C:26]([OH:28])[C:25]([OH:29])=[C:24]([Cl:30])[C:23]=2[Cl:31])=[O:21])=[CH:18][CH:17]=[N:16]1)[CH3:14].Cl>CN(C)C=O.O>[Cl:30][C:24]1[C:25]2[O:29][CH:8]([C:9]([OH:11])=[O:10])[O:28][C:26]=2[CH:27]=[C:22]([C:20]([C:19]2[N:15]([CH2:13][CH3:14])[N:16]=[CH:17][CH:18]=2)=[O:21])[C:23]=1[Cl:31]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 12433Dibromoacetic AcidHCID 135987354HCID 135987354, compound

Product 1

HCID 14748613HCID 14748613, compoundYield 38.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

6.9 g of potassium carbonate and 2.83 g of dibromoacetic acid are added to a solution of 3.01 g of (1-ethylpyrazol-5-yl)-(2,3-dichloro-4,5-dihydroxyphenyl)-methanone in 30 ml of dimethylformamide and the mixture is stirred at 80° C. for 5 hours. After cooling the reaction mixture, water is added thereto and the mixture is adjusted to pH 1 by addition of 6N hydrochloric acid. The resultant crystals are collected by filtration, washed with water and recrystallized from dimethylformamide-water to give 1.36 g of 4,5-dichloro-6-(1-ethyl-5-pyrazolylcarbonyl)-1,3-benzodioxole-2-carboxylic acid.

Workup

  1. additionis added
  2. filtrationThe resultant crystals are collected by filtration
  3. washwashed with water
  4. customrecrystallized from dimethylformamide-water

Sources & evidence

ORD record
ord-0163de75c1674218b28e9c6ee58951c4
Source dataset
uspto-grants-1990_11
Patent number
US04973600

Reaction notes

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