Boron Trichloride → HCID 15766707, compound

HRID 1197452Notes

Reaction equation

HRID 1197452 reaction equation
B(Cl)(Cl)Cl.[Br:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13]([NH:15][N:16]2[C:25](=[O:26])[C:24]3[C:19](=[C:20]([O:27]C)[CH:21]=[CH:22][CH:23]=3)[N:18]=[CH:17]2)=[O:14])=[CH:8][CH:7]=1.C(=O)([O-])O.[Na+]>ClCCl>[Br:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13]([NH:15][N:16]2[C:25](=[O:26])[C:24]3[C:19](=[C:20]([OH:27])[CH:21]=[CH:22][CH:23]=3)[N:18]=[CH:17]2)=[O:14])=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 25135Boron TrichlorideHCID 516892Sodium BicarbonateHCID 18961894HCID 18961894, compound

Product 1

HCID 15766707HCID 15766707, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A 1.0 molar solution of boron trichloride in dichloromethane (24 mL, 24.0 mmol BCl3) is added to a mixture of 1-(p-bromophenyl)-3-(3,4-dihydro-8-methoxy-4-oxo-3-quinazolinyl)urea (3.08 g, 7.91 mmol) in dichloromethane. The reaction mixture is stirred for 20 hours at room temperature, adjusted to about pH 8 with sodium hydrogen carbonate and concentrated in vacuo to obtain a slurry. The slurry is filtered and the filter cake is washed with water and dried to give the title product as a white solid, 2.55 g, mp 276°-278° C., which is identified by 1HNMR spectral analysis.

Workup

  1. concentrationconcentrated in vacuo
  2. customto obtain a slurry
  3. filtrationThe slurry is filtered
  4. washthe filter cake is washed with water
  5. customdried

Sources & evidence

ORD record
ord-89bf05976df84e7e9300179827e1aa4c
Source dataset
uspto-grants-1994_01
Patent number
US05276038

Reaction notes

Loading…