Cyclopentanecarbonyl chloride → HCID 9924376, compound

HRID 352388Notes

Reaction equation

HRID 352388 reaction equation
[C:1]([NH:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[N:11]=[C:10]([NH:15][NH2:16])[N:9]([CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:8]2=[O:24])(=[O:3])[CH3:2].[CH:25]1(C(Cl)=O)CCC[CH2:26]1>C(O)(=O)C>[C:1]([NH:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[N:11]1[C:25]([CH3:26])=[N:16][N:15]=[C:10]1[N:9]([CH2:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)[C:8]2=[O:24])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 78284Cyclopentanecarbonyl chlorideHCID 11301736HCID 11301736, compound

Product 1

HCID 9924376HCID 9924376, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

7.0 g (21.6 mmol) of 6-acetamido-3-benzyl-2-hydrazino-3,4-dihydro-quinazolin-4-one (synthesized according to a process described in patent application WO 00/66584) dissolved in glacial acetic acid are placed in a round-bottomed flask equipped with a stirrer and a condenser. Then, 3.15 g (23.8 mmol) of cyclopentylformyl chloride are added in a portionwise manner with stirring. The solution obtained is heated to reflux for 20 min. The solvent is evaporated off under vacuum and the residue is taken up in water.

Workup

  1. customare placed in a round-bottomed flask
  2. customequipped with a stirrer and a condenser
  3. customThe solution obtained
  4. temperatureis heated
  5. temperatureto reflux for 20 min
  6. customThe solvent is evaporated off under vacuum

Sources & evidence

ORD record
ord-28cf0abf615842e4b3df6f2e2642da1f
Source dataset
uspto-grants-2004_06
Patent number
US06747035B2

Reaction notes

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