Sodium Hydroxide → HCID 59770000, compound

HRID 2218743Notes

Reaction equation

HRID 2218743 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([NH2:17])[C:5]([NH:8][CH2:9][CH2:10][N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)=[CH:6][CH:7]=1.[C:18]([O-])(O)=[O:19].[Na+].ClC(OC1C=CC=CC=1)=O.[OH-].[Na+]>CO.O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]2[N:8]([CH2:9][CH2:10][N:11]3[CH2:16][CH2:15][O:14][CH2:13][CH2:12]3)[C:18](=[O:19])[NH:17][C:4]=2[CH:3]=1

Participants

7

Reactant 4

HCID 14798Sodium HydroxideHCID 15891Phenyl chloroformateHCID 516892Sodium BicarbonateHCID 28904394HCID 28904394, compound

Product 1

HCID 59770000HCID 59770000, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

In a 500-mL round-bottomed flask, mix 4-bromo-N1-(2-morpholin-4-yl-ethyl)-benzene-1,2-diamine 13.25 g, 44.1 mmol), NaHCO3 (5.4 g, 66.2 mmol), water (50 mL) and methanol (250 mL). Slowly add phenyl chloroformate (8.3 mL,66.2 mmol). Stirr the reaction for 1 h at room temperature and then add 5N NaOH (20 mL) and stir overnight at room temperature. Collect the solid by vacuum filtration and wash with methanol. HPLC (ISO60-10M) t=1.42 (97%), MS (ES) 326 (M+1).

Workup

  1. customStirr the reaction for 1 h at room temperature
  2. customCollect the solid
  3. filtrationby vacuum filtration
  4. washwash with methanol

Sources & evidence

ORD record
ord-28999defe5a9465fa553634b7790a521
Source dataset
uspto-grants-2008_08
Patent number
US07411072B2

Reaction notes

Loading…