Triethylamine → HCID 22003670, compound

HRID 324474Notes

Reaction equation

HRID 324474 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:15](=[O:16])[C:10]3[N:11]=[C:12]([CH3:14])[S:13][C:9]=3[CH2:8][CH2:7][C:6]=2[CH:17]=1.BrN1C(=O)CCC1=O.C(N(CC)CC)C>ClCCCl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:15](=[O:16])[C:10]3[N:11]=[C:12]([CH3:14])[S:13][C:9]=3[CH:8]=[CH:7][C:6]=2[CH:17]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 67184N-bromobutanimideHCID 22003625HCID 22003625, compound

Product 1

HCID 22003670HCID 22003670, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

A solution of the product from step (i) (6.05 g) in 1,2-dichloroethane (85 ml) with N-bromosuccinimide (4.1 g) was irradiated with a 500 Watt halogen lamp for 1 h. After cooling to room temperature, triethylamine (7 ml) was added with further stirring for 0.5 hours. The solvents were evaporated under reduced pressure and the residue triturated with acetone, filtered and then further washed with water and then dried under vacuum to leave the subtitle compound as a cream solid.

Workup

  1. customThe solvents were evaporated under reduced pressure
  2. customthe residue triturated with acetone
  3. filtrationfiltered
  4. washfurther washed with water
  5. customdried under vacuum

Sources & evidence

ORD record
ord-d10f2582a59744f2b48bac43a44d3950
Source dataset
uspto-grants-2001_04
Patent number
US06218376B1

Reaction notes

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