Water → HCID 178441853, compound

HRID 1198482Notes

Reaction equation

HRID 1198482 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](I)=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH3:4].[Cu][C:18]#[N:19].O>N1C=CC=CC=1>[CH2:1]([C:5]1[NH:6][C:7]2[C:12]([C:13](=[O:15])[N:14]=1)=[CH:11][C:10]([C:18]#[N:19])=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 962WaterHCID 178418546HCID 178418546, compoundHCID 178441862HCID 178441862, compound

Product 1

HCID 178441853HCID 178441853, compoundYield 72.2%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 6.4 g of 2-butyl-6-iodo-4(1H)-quinazolinone in 25 ml of pyridine is added 3.6 g of copper(I) cyanide followed by heating at reflux for 16 hours. The reaction mixture is poured into water and stirred at room temperature for 8 hours. The suspension is filtered and the cake washed well with water and air dried. The solid is dissolved in 3:1 chloroform-methanol and dried with MgSO4. The volatiles are evaporated in vacuo to give 3.2 g of the desired product as a solid. m.p. 243°-45° C.

Workup

  1. temperatureby heating
  2. temperatureat reflux for 16 hours
  3. filtrationThe suspension is filtered
  4. washthe cake washed well with water and air
  5. customdried
  6. dissolutionThe solid is dissolved in 3:1 chloroform-methanol
  7. dry with materialdried with MgSO4
  8. customThe volatiles are evaporated in vacuo

Sources & evidence

ORD record
ord-66ca6f44ce0b4c5a8dbd1084a5d79e51
Source dataset
uspto-grants-1994_01
Patent number
US05281603

Reaction notes

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