N-bromobutanimide → HCID 21251151, compound

HRID 1532030Notes

Reaction equation

HRID 1532030 reaction equation
[CH2:1]([O:3][C:4]1[C:8]([CH3:9])=[C:7]([C:10]2[N:14]=[CH:13][N:12]([C:15]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[N:11]=2)[O:6][N:5]=1)[CH3:2].C1C(=O)N([Br:41])C(=O)C1>ClC(Cl)(Cl)Cl>[Br:41][CH2:9][C:8]1[C:4]([O:3][CH2:1][CH3:2])=[N:5][O:6][C:7]=1[C:10]1[N:14]=[CH:13][N:12]([C:15]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:11]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 10717786HCID 10717786, compound

Product 1

HCID 21251151HCID 21251151, compoundYield 98.8%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 3-(3-ethoxy-4-methylisoxazol-5-yl)-1-trityl-1H-1,2,4-triazole (2.4 g, 5.5 mmol) and NBS (1.1 g, 6.2 mmol) in tetrachloromethane (150 mL) was boiled under reflux for 3 h. The reaction mixture was cooled, filtered and concentrated in vacuo to give crude title compound (2.8 g). The crude product was used in the next step without further purification.

Workup

  1. temperatureunder reflux for 3 h
  2. temperatureThe reaction mixture was cooled
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-1d6d7554845a4191a9bbdf320a061aa1
Source dataset
uspto-grants-2001_03
Patent number
US06200999B1

Reaction notes

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