4-(2,4-Dichlorobenzoyl)benzyl bromide → HCID 18919120, compound

HRID 1291349Notes

Reaction equation

HRID 1291349 reaction equation
[SH:1][C:2]1[N:3]([CH3:12])[C:4](=[O:11])[C:5]2[S:10][CH:9]=[CH:8][C:6]=2[N:7]=1.[OH-].[Na+].O.[Cl:16][C:17]1[CH:32]=[C:31]([Cl:33])[CH:30]=[CH:29][C:18]=1[C:19]([C:21]1[CH:28]=[CH:27][C:24]([CH2:25]Br)=[CH:23][CH:22]=1)=[O:20]>C(O)C.O>[Cl:16][C:17]1[CH:32]=[C:31]([Cl:33])[CH:30]=[CH:29][C:18]=1[C:19]([C:21]1[CH:22]=[CH:23][C:24]([CH2:25][S:1][C:2]2[N:3]([CH3:12])[C:4](=[O:11])[C:5]3[S:10][CH:9]=[CH:8][C:6]=3[N:7]=2)=[CH:27][CH:28]=1)=[O:20]

Participants

6

Reactant 3

HCID 189192794-(2,4-Dichlorobenzoyl)benzyl bromideHCID 23719242Sodium hydroxide--water (1/1/1)HCID 178481668HCID 178481668, compound

Product 1

HCID 18919120HCID 18919120, compoundYield 72.6%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 2-mercapto-3-methylthieno[3,2-d]-pyrimidin-4(3H)-one (1.0 g) and 1N-sodium hydroxide/water (5.5 ml) in ethanol (20 ml) was added 4-(2,4-dichlorobenzoyl)benzyl bromide (1.91 g) and the mixture was stirred at 60° C. for 1 hour. This reaction mixture was poured in water and the resulting crystals were collected by filtration, rinsed with water, and recrystallized from ethyl acetate to provide the title compound as colorless solid (1.69 g).

Workup

  1. filtrationthe resulting crystals were collected by filtration
  2. washrinsed with water
  3. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-73afaed5e3824cea8d73b23fbdf4f62c
Source dataset
uspto-grants-1998_05
Patent number
US05753664

Reaction notes

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