Boron tribromide → HCID 19106816, compound

HRID 1197454Notes

Reaction equation

HRID 1197454 reaction equation
B(Br)(Br)Br.[O:5]=[C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:9]=[CH:8][N:7]1[NH:16][C:17]([NH:19][C:20]1[CH:25]=[CH:24][C:23]([O:26]C)=[CH:22][CH:21]=1)=[O:18].C(=O)([O-])O.[Na+]>ClCCl>[O:5]=[C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:9]=[CH:8][N:7]1[NH:16][C:17]([NH:19][C:20]1[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=1)=[O:18]

Participants

5

Reactant 3

HCID 25134Boron tribromideHCID 516892Sodium BicarbonateHCID 18961893HCID 18961893, compound

Product 1

HCID 19106816HCID 19106816, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A 1.0 molar solution of boron tribromide (6.45 mL, 6.45 mmol BBr3) is added dropwise to a mixture of 1-(3,4-dihydro-4-oxo-3-quinazolinyl)-3-(p-methoxyphenyl)urea (1.0 g, 3.22 mmol) in dichloromethane under a nitrogen atmosphere. The reaction mixture is stirred overnight at room temperature, adjusted to about pH 8 with saturated sodium hydrogen carbonate solution, stirred for 2 hours, washed with water and filtered. The filter cake is dried, triturated with hot acetone, filtered and dried to give the title product as a white solid, 0.42 g, mp 220°-223° C., which is identified by 1HNMR spectral analysis.

Workup

  1. stirringstirred for 2 hours
  2. washwashed with water
  3. filtrationfiltered
  4. customThe filter cake is dried
  5. customtriturated with hot acetone
  6. filtrationfiltered
  7. customdried

Sources & evidence

ORD record
ord-bc15d6c9b77143fc87cd847433e9562f
Source dataset
uspto-grants-1994_01
Patent number
US05276038

Reaction notes

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