Water → HCID 13235949, compound

HRID 2164506Notes

Reaction equation

HRID 2164506 reaction equation
[C:1]([NH:4][C:5]1[CH:9]=[C:8]([C:10]([CH3:13])([CH3:12])[CH3:11])[NH:7][N:6]=1)(=[O:3])[CH3:2].[Br:14]Br.O>C(O)(=O)C>[C:10]([C:8]1[NH:7][N:6]=[C:5]([NH:4][C:1](=[O:3])[CH3:2])[C:9]=1[Br:14])([CH3:13])([CH3:12])[CH3:11]

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 13235939HCID 13235939, compound

Product 1

HCID 13235949HCID 13235949, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
60 °C

Procedure

4.5 g (0.025 mole) of 3-acetylamino-5-t-butylpyrazole prepared in Example 3 was dissolved in 20 ml of acetic acid, and 4.0 g of bromine was added dropwise thereto while stirring. The reaction solution was heated at 60° C. for one hour and then cooled. 50 ml of water was added to the resulting solution and allowed to stand, whereby crystals were precipitated. The crystals were collected by filtration, washed with water and then dried to obtain 5.2 g of 5-t-butyl-4-bromo-3-acetylaminopyrazole. This product was recrystallized from methanol and found to have a melting point of 234° to 235° C.

Workup

  1. temperaturecooled
  2. customwhereby crystals were precipitated
  3. filtrationThe crystals were collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-55b0962ff72a4214966b49eaea7672b6
Source dataset
uspto-grants-1985_03
Patent number
US04505739

Reaction notes

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