Benzoyl chloride → HCID 19087862, compound

HRID 1464342Notes

Reaction equation

HRID 1464342 reaction equation
[OH:1][CH2:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[N:11]=[C:10]([CH2:15][CH2:16][CH3:17])[N:9]([CH2:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[C:31]3[N:35]([CH2:36][O:37][CH3:38])[N:34]=[N:33][N:32]=3)=[CH:21][CH:20]=1)[C:8]2=[O:39].[C:40](Cl)(=[O:47])[C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1>N1C=CC=CC=1>[C:40]([O:1][CH2:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[N:11]=[C:10]([CH2:15][CH2:16][CH3:17])[N:9]([CH2:18][C:19]1[CH:20]=[CH:21][C:22]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[C:31]3[N:35]([CH2:36][O:37][CH3:38])[N:34]=[N:33][N:32]=3)=[CH:23][CH:24]=1)[C:8]2=[O:39])(=[O:47])[C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 19087827HCID 19087827, compound

Product 1

HCID 19087862HCID 19087862, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 6-(2-hydroxyethyloxy)-3-[[2'-(N-methoxymethyltetrazol-5-yl)biphenyl-4-yl]methyl]-2-propyl-4(3H)-quinazolinone (0.09 g) in pyridine (2 ml) was added benzoyl chloride (0.08 ml) and the reaction solution was stirred at room temperature for 4 hours. The mixture was extracted with ethyl acetate-water and the organic layer was washed with water, dried and evaporated to dryness. The residue was purified by column chromatography on silica gel to give a colorless oil (0.1 g, 93%).

Workup

  1. extractionThe mixture was extracted with ethyl acetate-water
  2. washthe organic layer was washed with water
  3. customdried
  4. customevaporated to dryness
  5. customThe residue was purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-99b4de39ffbf4337a4e88edabd613c4d
Source dataset
uspto-grants-1994_04
Patent number
US05304565

Reaction notes

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