Trityl chloride → HCID 178441833, compound

HRID 1198484Notes

Reaction equation

HRID 1198484 reaction equation
[CH2:1]([C:5]1[NH:6][C:7]2[C:12]([C:13](=[O:15])[N:14]=1)=[CH:11][C:10]([C:16]1[NH:20][N:19]=[N:18][N:17]=1)=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH3:4].[C:21]1([C:27](Cl)([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.C(N(CC)CC)C>C(Cl)Cl>[CH2:1]([C:5]1[NH:6][C:7]2[C:12]([C:13](=[O:15])[N:14]=1)=[CH:11][C:10]([C:16]1[N:17]=[N:18][N:19]([C:27]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)([C:34]3[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=3)[C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=3)[N:20]=1)=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 6456Trityl chlorideHCID 8471TriethylamineHCID 178441834HCID 178441834, compound

Product 1

HCID 178441833HCID 178441833, compoundYield 35.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 1.5 g of 2-Butyl-6-(1H-tetrazol-5-yl)-4(1H)-quinazolinone, 3.0 g of triphenylmethyl chloride and 3 ml of triethylamine in methylene chloride is heated at reflux for 2 hours. The reaction mixture is cooled to room temperature and washed with water. The organic layer is dried with Na2SO4 and evaporated in vacuo to a residue which is purified by column chromatography on silica gel by elution with 40% ethyl acetate-hexanes to give 1.0 g of the desired product as a solid, m.p. 182° C.

Workup

  1. temperatureis heated
  2. temperatureat reflux for 2 hours
  3. washwashed with water
  4. dry with materialThe organic layer is dried with Na2SO4
  5. customevaporated in vacuo to a residue which
  6. customis purified by column chromatography on silica gel by elution with 40% ethyl acetate-hexanes

Sources & evidence

ORD record
ord-77308dc20ad044b38279ff0b16c5ef2d
Source dataset
uspto-grants-1994_01
Patent number
US05281603

Reaction notes

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