3-Bromo-4-hydroxybenzaldehyde → 5-[(3-Bromo-4-hydroxyphenyl)methylene]-2-thioxo-4-imidazolidinone

HRID 247872

Reaction equation

HRID 247872 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[OH:10])[CH:5]=O.[NH:11]1[CH2:17][C:15](=[O:16])[NH:14][C:12]1=[S:13].C([O-])(=O)C.[Na+]>C(O)(=O)C>[Br:1][C:2]1[CH:3]=[C:4]([CH:5]=[C:17]2[NH:11][C:12](=[S:13])[NH:14][C:15]2=[O:16])[CH:7]=[CH:8][C:9]=1[OH:10]

Participants

5

Reactant 3

HCID 763083-Bromo-4-hydroxybenzaldehydeHCID 517045Sodium AcetateHCID 12740302-Thiohydantoin

Product 1

HCID 38739105-[(3-Bromo-4-hydroxyphenyl)methylene]-2-thioxo-4-imidazolidinoneYield 75.8%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Prepared according to the procedure described in Example 1 using 3-bromo-4-hydroxybenzaldehyde (3.1 g, 15 mmoles), 2-thiohydantoin (1.7 g, 15 mmoles), sodium acetate (4.5 g, 55 mmoles), and acetic acid (35 ml), to afford the pure product (3.4 g), mp 262° C. (dec).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-d8a5fba2efb349b8b653a4192d4719a7
Source dataset
uspto-grants-1993_05
Patent number
US05208250

Linked notes

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