HCID 9991806, compound → HCID 13646173, compound

HRID 979497Notes

Reaction equation

HRID 979497 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][C:10]1O[C:14](=[O:16])[C:13]2[CH:17]=[CH:18][CH:19]=[CH:20][C:12]=2[N:11]=1.[CH3:21][O:22][C:23]1[CH:24]=[C:25]([CH2:31][CH2:32][N:33]([CH2:35][CH2:36][NH2:37])[CH3:34])[CH:26]=[CH:27][C:28]=1[O:29][CH3:30]>C1(C)C(C)=CC=CC=1>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][C:10]1[N:37]([CH2:36][CH2:35][N:33]([CH2:32][CH2:31][C:25]2[CH:26]=[CH:27][C:28]([O:29][CH3:30])=[C:23]([O:22][CH3:21])[CH:24]=2)[CH3:34])[C:14](=[O:16])[C:13]2[C:12](=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:11]=1

Participants

4

Reactant 2

HCID 9991806HCID 9991806, compoundHCID 13646086HCID 13646086, compound

Product 1

HCID 13646173HCID 13646173, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

268 mg (1 mmol) of 2-(2-methoxyphenylmethyl)-4H-3,1-benzoxazine-4-one and 238 mg (1 mmol) of 2-[[N-[2-(3,4-dimethoxyphenyl)ethyl]-N-methylamino]]ethyl-amine were heated in xylene (10 ml) under reflux for 10 hours . After the xylene was distilled off, the residue obtained was purified by silica gel column chromatography (eluent; 2% ethanol/chloroform) to obtain 107 mg (52%) of 2-(2-methoxyphenylmethyl)-3-[2-{N-(3,4-dimethoxyphenylethyl)-N-methylamino}ethyl]-4(3H)-quinazolinone as an oily substance. Subsequently, the thus obtained quinazolinone was dissolved in ethanol (2 ml) and to the resulting soluion there was added a 7% hydrogen chloride-ethanol solution (1 ml). Further, ether was added to the reaction mixture thus obtained, and the precipitated colorless crystals were collected by filtration to obtain 99 mg of the hydrochloride which is the desired compound.

Workup

  1. temperatureunder reflux for 10 hours
  2. distillationAfter the xylene was distilled off
  3. customthe residue obtained
  4. customwas purified by silica gel column chromatography (eluent; 2% ethanol/chloroform)

Sources & evidence

ORD record
ord-3af9e88f97f347eaa22d2f9e6259ebab
Source dataset
uspto-grants-1987_05
Patent number
US04668682

Reaction notes

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