Acetic Acid → HCID 178489574, compound

HRID 574318

Reaction equation

HRID 574318 reaction equation
[N:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[O:10][CH3:11])=[C:2]=[S:3].C[O:13][C:14](=O)[C:15]1[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][C:16]=1[NH2:22].C(O)(=O)C>C(O)C>[SH:3][C:2]1[N:1]([C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[O:10][CH3:11])[C:14](=[O:13])[C:15]2[C:16](=[CH:17][C:18]([CH3:21])=[CH:19][CH:20]=2)[N:22]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 5205992-Methoxyphenyl IsothiocyanateHCID 11205965Methyl 2-amino-4-methylbenzoate

Product 1

HCID 178489574HCID 178489574, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

1-Isothiocyanato-2-methoxy-benzene (0.76 mL, 5.45 mmol) was added to a solution of 2-amino-4-methyl-benzoic acid methyl ester (900 mg, 5.45 mmol) and acetic acid (1.5 mL) in ethanol (10 mL), and heated at reflux for 16 hr. The reaction mixture was cooled to room temperature and diluted with ethanol. The precipitated solid was filtered, washed with ethanol and dried to afford 2-mercapto-3-(2-methoxy-phenyl)-7-methyl-3H-quinazolin-4-one (1.0 g, 62%) as white solid.

Workup

  1. temperatureheated
  2. temperatureat reflux for 16 hr
  3. filtrationThe precipitated solid was filtered
  4. washwashed with ethanol
  5. customdried

Sources & evidence

ORD record
ord-f00a564f82cb40d49009fa43b4a6a418
Source dataset
uspto-grants-2015_05
Patent number
US09034887B2

Linked notes

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