Water → HCID 20356574, compound

HRID 2083562Notes

Reaction equation

HRID 2083562 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4]([Cl:9])[C:3]=1[N:10]1[C:14](=[O:15])[CH:13]=[C:12]([NH:16][C:17](=[O:45])[C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([NH:24][C:25](=[O:44])[CH2:26][O:27][C:28]3[CH:33]=[CH:32][C:31]([C:34]([CH2:37][CH3:38])([CH3:36])[CH3:35])=[CH:30][C:29]=3[C:39]([CH2:42][CH3:43])([CH3:41])[CH3:40])[CH:19]=2)[NH:11]1.[Br:46]Br.O>C(O)(=O)C>[Cl:9][C:4]1[CH:5]=[C:6]([Cl:8])[CH:7]=[C:2]([Cl:1])[C:3]=1[N:10]1[C:14](=[O:15])[C:13]([Br:46])=[C:12]([NH:16][C:17](=[O:45])[C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([NH:24][C:25](=[O:44])[CH2:26][O:27][C:28]3[CH:33]=[CH:32][C:31]([C:34]([CH2:37][CH3:38])([CH3:36])[CH3:35])=[CH:30][C:29]=3[C:39]([CH2:42][CH3:43])([CH3:41])[CH3:40])[CH:19]=2)[NH:11]1

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 5198642HCID 5198642, compound

Product 1

HCID 20356574HCID 20356574, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

In 200 ml of acetic acid, 33 g of 1-(2,4,6-trichlorophenyl)-3-[3-(2,4-di-tert-amylphenoxyacetamido)benzamido]-5-pyrazolone was dissolved. 7.5 g of bromine was dropwise added to the solution with stirring. After the completion of the reaction, the reaction mixture was added to water, and the thus obtained crystals recovered by filtration and washed were recrystallized, after drying, from 150 ml of a mixture of ethyl acetate and ligroin (1:10 by volume) to obtain 26 g of 1-(2,4,6-trichlorophenyl-3-[3-(2,4-di-tert-amylphenoxyacetamido)benzamido]-4-bromo-5-pyrazolone having a melting point of 139° to 141° C.

Workup

  1. customAfter the completion of the reaction
  2. filtrationthe thus obtained crystals recovered by filtration
  3. washwashed
  4. customwere recrystallized
  5. dry with materialafter drying, from 150 ml of a mixture of ethyl acetate and ligroin (1:10 by volume)

Sources & evidence

ORD record
ord-c8325201b1ba44d9bbc16b0f47f0c2b3
Source dataset
uspto-grants-1978_04
Patent number
US04086094

Reaction notes

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