N-bromobutanimide → HCID 21191828, compound

HRID 399776Notes

Reaction equation

HRID 399776 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-c25ed5b282454c45ae7efc79a763331c
Source dataset
uspto-grants-1998_10
Patent number
US05824705

Reaction notes

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