Water → HCID 76612360, compound

HRID 1783614Notes

Reaction equation

HRID 1783614 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][C:7]([CH:11]=O)=[CH:8][CH:9]=2)[CH:4]=[N:3][CH:2]=1.[S:13]1[CH2:19][C:17](=[O:18])[NH:16][C:14]1=[S:15].C([O-])(=O)C.[Na+].O>C(O)(=O)C>[N:1]1[C:10]2[C:5](=[CH:6][C:7]([CH:11]=[C:19]3[S:13][C:14](=[S:15])[NH:16][C:17]3=[O:18])=[CH:8][CH:9]=2)[CH:4]=[N:3][CH:2]=1

Participants

6

Reactant 4

HCID 962WaterHCID 517045Sodium AcetateHCID 1201546RhodanineHCID 22060156Quinazoline-6-carbaldehyde

Product 1

HCID 76612360HCID 76612360, compoundYield 100.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
130 °C

Procedure

The suspension of 6-quinazolinecarboxaldehyde (example 1a, 1.5 g, 9.5 mmol), rhodanine (1.26 g, 9.5 mmol) and sodium acetate (3.11 g, 38 mmol) in acetic acid (10 mL) was stirred at 130° C. for 12 h. After cooling to room temperature, water (40 mL) was added. The solid was collected by filtration, washed with water and dried to obtain 5-quinazolin-6-ylmethylene-2-thioxo-thiazolidin-4-one (2.6 g, 100%) as a solid. LC-MS m/e 274 (MH+).

Workup

  1. temperatureAfter cooling to room temperature
  2. filtrationThe solid was collected by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-9eeb4f645e2c499f81ab7a4870eda4cf
Source dataset
uspto-grants-2009_03
Patent number
US07501428B2

Reaction notes

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