N-bromobutanimide → HCID 21191828, compound

HRID 1421373Notes

Reaction equation

HRID 1421373 reaction equation
[CH2:1]([N:3]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH3:14])[C:4](=[O:7])[O:5][CH3:6])[CH3:2].[Br:15]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[CH2:1]([N:3]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][Br:15])[C:4](=[O:7])[O:5][CH3:6])[CH3:2]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 21191829HCID 21191829, compound

Product 1

HCID 21191828HCID 21191828, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 30 g (0.155 mol) of methyl N-ethyl-N-(o-methylphenyl)-carbamate (Example 1b), 33 g (0.185 mol) of N-bromosuccinimide and 0.1 g of azoisobutyronitrile in 300 ml of carbon tetrachloride is exposed to a 300 W UV lamp for 6 hours. During this procedure, the contents of the flask heat up to about 70° C. Thereafter, the reaction mixture is washed four times with water, dried and evaporated down. The residue obtained comprises 41 g of a brown oil which contains the title compound in about 50% purity and is used without further purification in the next reaction.

Workup

  1. washThereafter, the reaction mixture is washed four times with water
  2. customdried
  3. customevaporated down
  4. customThe residue obtained

Sources & evidence

ORD record
ord-1ee4dccb7d8541bcb5390a10ba63d876
Source dataset
uspto-grants-2000_06
Patent number
US06075148

Reaction notes

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