1,1'-Carbonyldiimidazole → HCID 22281784, compound

HRID 493125Notes

Reaction equation

HRID 493125 reaction equation
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][CH:3]=1.[C:14](N1C=CN=C1)([N:16]1[CH:20]=[CH:19][N:18]=[CH:17]1)=[O:15]>C(O)C>[N:16]1([C:14]([NH:1][C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[C:9]([O:12][CH3:13])[CH:10]=3)[N:5]=[CH:4][CH:3]=2)=[O:15])[CH:20]=[CH:19][N:18]=[CH:17]1

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 2236144-Amino-6-methoxyquinoline

Product 1

HCID 22281784HCID 22281784, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 4-amino-6-methoxyquinoline (406a) (2.0 g, 11 mmol) in ethanol-free chloroform (60 ml) was treated with 4-N,N-dimethylaminopyridine (1.4 g, 11.4 mmol) and 1,1′-carbonyl diimidazole (2.6 g, 15.9 mmol). The suspension became clear over 1 hour then precipitation occurred. After a further 2 hours, filtration afforded the product as a white solid which was dried in vacuo (1.8 g, 59%).

Workup

  1. customprecipitation
  2. waitAfter a further 2 hours
  3. filtrationfiltration

Sources & evidence

ORD record
ord-539bdc172aaf4fbba865a07fa554f407
Source dataset
uspto-grants-2009_05
Patent number
US07534793B2

Reaction notes

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