Potassium Carbonate → HCID 86739599, compound

HRID 358240Notes

Reaction equation

HRID 358240 reaction equation
C[Si]([C:5]#[C:6][C:7]1[CH:8]=[C:9]([C:13]2[C:22]3[CH:21]=[CH:20][C:19]4[C:23]5[N:27]=[CH:26][NH:25][C:24]=5[CH:28]=[CH:29][C:18]=4[C:17]=3[N:16]=[CH:15][N:14]=2)[CH:10]=[CH:11][CH:12]=1)(C)C.C(=O)([O-])[O-].[K+].[K+]>CO>[C:6]([C:7]1[CH:8]=[C:9]([C:13]2[C:22]3[CH:21]=[CH:20][C:19]4[C:23]5[N:27]=[CH:26][NH:25][C:24]=5[CH:28]=[CH:29][C:18]=4[C:17]=3[N:16]=[CH:15][N:14]=2)[CH:10]=[CH:11][CH:12]=1)#[CH:5]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 867395986-(m-Trimethylsilylethynylphenyl)benzimidazoquinazoline

Product 1

HCID 86739599HCID 86739599, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A slurry of 2.00 g (5.12 mmoles) of 6-(m-trimethylsilylethynylphenyl)benzimidazoquinazoline and 200 mg of anhydrous potassium carbonate in 100 ml of anhydrous methanol was stirred at 25° for 3 hours. The solvent was removed and the residue was dissolved in 100 ml of chloroform, washed with 100 ml of 5% hydrochloric acid and then with 100 ml of water. The organic phase was dried over magnesium sulfate and concentrated to give a yellow solid which was recrystallized from ether-hexane. Yield: 1.55 g (4.86 mmoles, 94.9%): ir (KBr) 3300 cm-1 (medium, sharp, C≃C--H); mass spectrum (70 ev) m/e 319 (molecular ion).

Workup

  1. customThe solvent was removed
  2. dissolutionthe residue was dissolved in 100 ml of chloroform
  3. washwashed with 100 ml of 5% hydrochloric acid
  4. dry with materialThe organic phase was dried over magnesium sulfate
  5. concentrationconcentrated
  6. customto give a yellow solid which
  7. customwas recrystallized from ether-hexane

Sources & evidence

ORD record
ord-945af4f57a444c419d71694eeb6cde5e
Source dataset
uspto-grants-1984_08
Patent number
US04465833

Reaction notes

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