N-bromobutanimide → HCID 13923644, compound

HRID 2119020Notes

Reaction equation

HRID 2119020 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:11][CH:10]([CH:12]3[CH2:17][CH2:16][N:15]([CH3:18])[CH2:14][CH2:13]3)[C:9]3=[CH:19][CH:20]=[CH:21][N:8]3[CH2:7][C:6]=2[CH:22]=1.[Br:23]N1C(=O)CCC1=O>O1CCCC1.C(OCC)(=O)C>[Br:23][C:21]1[N:8]2[C:9]([CH:10]([CH:12]3[CH2:17][CH2:16][N:15]([CH3:18])[CH2:14][CH2:13]3)[O:11][C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:22][C:6]=3[CH2:7]2)=[CH:19][CH:20]=1

Participants

5

Reactant 2

HCID 67184N-bromobutanimideHCID 13851471HCID 13851471, compound

Product 1

HCID 13923644HCID 13923644, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 7-chloro-11-[(1-methyl)piperidin-4-yl]-5H,11H-pyrrolo[2,1-c][1,4]benzoxazepine (5.5 g; 0.017 mole) and N-bromosuccinimide (3.7 g; 0.021 mole) in 150 ml of tetrahydrofuran was stirred for 20 hours at ambient temperature. The reaction mixture was then diluted with ethyl acetate and washed twice with a dilute Na2SO3 solution and once with water and dried (saturated NaCl solution, anhydrous MgSO4).

Workup

  1. washwashed twice with a dilute Na2SO3 solution and once with water
  2. dry with materialdried (saturated NaCl solution, anhydrous MgSO4)

Sources & evidence

ORD record
ord-cd9f581aa0df4e5eae5155d0b0fda566
Source dataset
uspto-grants-1987_07
Patent number
US04681879

Reaction notes

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