Ethanol → HCID 135626413, compound

HRID 979500Notes

Reaction equation

HRID 979500 reaction equation
CO[CH:3]([C:17]1[CH:22]=[C:21]([O:23][CH3:24])[CH:20]=[CH:19][CH:18]=1)[C:4]([NH:6][C:7]1[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][C:8]=1[C:9]([OH:11])=O)=O.C([NH2:27])=O.[CH2:28]([OH:30])C>CC(C)=O>[CH3:28][O:30][C:18]1[CH:19]=[CH:20][C:21]([O:23][CH3:24])=[CH:22][C:17]=1[CH2:3][C:4]1[NH:27][C:9](=[O:11])[C:8]2[C:7](=[CH:15][CH:14]=[C:13]([CH3:16])[CH:12]=2)[N:6]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 713FormamideHCID 68114542HCID 68114542, compound

Product 1

HCID 135626413HCID 135626413, compoundYield 49%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
160 °C

Procedure

A mixture of 3.15 g (9.6 mmol) of 2-(2,5-dimethoxyphenylacetylamino)5-methylbenzoic acid (m.p. 163° to 164.5° C.) obtainble by the same method as in Synthesis example 2 and 0.90 g (20ml) of formamide were heated at 160° C. for 3 hours. After cooling, the solidified residue was added to a mixed solution of ethanol (100 ml) and acetone (100 ml) and dissolved therein by heating. After cooling, the precipitated crystals were collected by filtration to obtain 1.45 g (yield 49 %) of 2-(2,5-dimethoxyphenylmethyl)-6-methyl-4(3H)-quinazolinone.

Workup

  1. temperatureAfter cooling
  2. dissolutiondissolved
  3. temperatureby heating
  4. temperatureAfter cooling
  5. filtrationthe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-25d49e989aa74b40b5970497da3912c2
Source dataset
uspto-grants-1987_05
Patent number
US04668682

Reaction notes

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