N-bromobutanimide → HCID 12246017, compound

HRID 1414895Notes

Reaction equation

HRID 1414895 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:16]2[CH:20]=[N:19][N:18]=[C:17]2[CH3:21])=[C:6]([CH:15]=1)[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:8].[Br:22]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:16]2[C:20]([Br:22])=[N:19][N:18]=[C:17]2[CH3:21])=[C:6]([CH:15]=1)[C:7]([C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)=[O:8]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 122460165-Chloro-2-(3-methyl-4H-1,2,4-triazol-4-yl)benzophenone

Product 1

HCID 12246017HCID 12246017, compoundYield 75.5%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

To a suspension of 4.5 g of 5-chloro-2-(3-methyl-4H-1,2,4-triazol-4-yl)benzophenone in 450 ml of carbon tetrachloride was added 3.1 g of N-bromosuccinimide and the mixture was heated under reflux for 3 hours. Then, the reaction mixture was filtered and the filtrate was cooled. The resulting crystals were filtered, washed with carbon tetrachloride and dried to obtain 4.3 g of brown 5-chloro-2-(3-methyl-5-bromo-4H-1,2,4-triazol-4-yl)benzophenone. A part of the product thus obtained was recrystallized from ethyl acetate to give colorless needles, m.p. 198° - 199° C.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 3 hours
  3. filtrationThen, the reaction mixture was filtered
  4. temperaturethe filtrate was cooled
  5. filtrationThe resulting crystals were filtered
  6. washwashed with carbon tetrachloride
  7. customdried

Sources & evidence

ORD record
ord-273bf32096e741bdb1229b9e8e087da9
Source dataset
uspto-grants-1977_01
Patent number
US04002755

Reaction notes

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