Sulfuric Acid → Ethyl 4-(3,4-dimethoxyphenyl)-6,7-dimethoxy-2-methylquinoline-3-carboxylate

HRID 1458903Notes

Reaction equation

HRID 1458903 reaction equation
S(=O)(=O)(O)O.[NH2:6][C:7]1[CH:24]=[C:23]([O:25][CH3:26])[C:22]([O:27][CH3:28])=[CH:21][C:8]=1[C:9]([C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[C:13]([O:19][CH3:20])[CH:12]=1)=O.[C:29]([O:35][CH2:36][CH3:37])(=[O:34])[CH2:30][C:31]([CH3:33])=O>C(O)(=O)C>[CH3:28][O:27][C:22]1[CH:21]=[C:8]2[C:7](=[CH:24][C:23]=1[O:25][CH3:26])[N:6]=[C:31]([CH3:33])[C:30]([C:29]([O:35][CH2:36][CH3:37])=[O:34])=[C:9]2[C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[C:13]([O:19][CH3:20])[CH:12]=1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 8868Ethyl AcetoacetateHCID 99269672-Amino-4,5,3',4'-tetramethoxybenzophenone

Product 1

HCID 19032371Ethyl 4-(3,4-dimethoxyphenyl)-6,7-dimethoxy-2-methylquinoline-3-carboxylateYield 83%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Conc. sulfuric acid was added to a mixture of 2-amino-4,5,3',4'-tetramethoxybenzophenone, ethyl acetoacetate and acetic acid. The mixture was treated according to the same manner as that described in Example 1 to give ethyl 6,7-dimethoxy-4-(3,4-dimethoxyphenyl)-2-methylquinoline-3-carboxylate (83%) which was then recrystallized from ethanol.

Workup

  1. additionThe mixture was treated

Sources & evidence

ORD record
ord-75b25d46f70a42ca8d332f1d5c054113
Source dataset
uspto-grants-1998_12
Patent number
US05852039

Reaction notes

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