Water → HCID 135667600, compound

HRID 1291336Notes

Reaction equation

HRID 1291336 reaction equation
[SH:1][C:2]1[NH:11][C:10](=[O:12])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[Cl:13][C:14]1[CH:29]=[CH:28][C:17]([C:18]([C:20]2[CH:27]=[CH:26][C:23]([CH2:24]Br)=[CH:22][CH:21]=2)=[O:19])=[CH:16][CH:15]=1.[OH-].[Na+].O.O>C(O)C>[Cl:13][C:14]1[CH:15]=[CH:16][C:17]([C:18]([C:20]2[CH:27]=[CH:26][C:23]([CH2:24][S:1][C:2]3[NH:11][C:10](=[O:12])[C:9]4[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=4)[N:3]=3)=[CH:22][CH:21]=2)=[O:19])=[CH:28][CH:29]=1

Participants

6

Reactant 4

HCID 962WaterHCID 98396514-(4-Chlorobenzoyl)benzyl bromideHCID 23719242Sodium hydroxide--water (1/1/1)HCID 178518761HCID 178518761, compound

Product 1

HCID 135667600HCID 135667600, compoundYield 80.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-mercapto-4(3H)-quinazolinone (1.78 g), 4-(4-chlorobenzoyl)benzyl bromide (3.07 g) and 1N-sodium hydroxide/water (10.5 ml) in ethanol (20 ml) was stirred at room temperature for 30 minutes. To the reaction mixture was added water and the resulting precipitate was collected by filtration, washed with water, methanol and ethyl acetate, dried, and recrystallized from ethyl acetate to provide the title compound as colorless solid (3.24 g).

Workup

  1. filtrationthe resulting precipitate was collected by filtration
  2. washwashed with water, methanol and ethyl acetate
  3. customdried
  4. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-073ab8216ee747ea829d1457b24d86fb
Source dataset
uspto-grants-1998_05
Patent number
US05753664

Reaction notes

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