Water → HCID 69491462, compound

HRID 1296737Notes

Reaction equation

HRID 1296737 reaction equation
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:13]=[C:12]([CH3:14])[O:11][N:10]=2)=[CH:5][C:4]=1[N+:15]([O-:17])=[O:16].[C:18]1(=[O:28])[NH:22][C:21](=[O:23])[C:20]2=[CH:24][CH:25]=[CH:26][CH:27]=[C:19]12.[K].O>CN(C=O)C>[CH3:14][C:12]1[O:11][N:10]=[C:9]([C:6]2[CH:7]=[CH:8][C:3]([CH2:2][N:22]3[C:18](=[O:28])[C:19]4[C:20](=[CH:24][CH:25]=[CH:26][CH:27]=4)[C:21]3=[O:23])=[C:4]([N+:15]([O-:17])=[O:16])[CH:5]=2)[N:13]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24194345Phthalimide potassium saltHCID 69491167HCID 69491167, compound

Product 1

HCID 69491462HCID 69491462, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of compound 1c (5.64 g, 19 mmol) and potassium pthalimide (3.9 g, 20.9 mmol) in DMF (42 mL) was heated to 40° C. for 4 h. The reaction mixture was cooled to rt and poured into water (200 mL). The solid was filtered, washed with water (3×), and dried in vacuo to give compound 1d as a white solid (6.2 g, 90%). ESI-MS m/e 365.1 (M+1).

Workup

  1. filtrationThe solid was filtered
  2. washwashed with water (3×)
  3. customdried in vacuo

Sources & evidence

ORD record
ord-80facad7354d4992b17e645722313a8b
Source dataset
uspto-grants-2007_07
Patent number
US07247654B2

Reaction notes

Loading…