1,3-Cyclohexanedione → HCID 70635901, compound

HRID 2397904Notes

Reaction equation

HRID 2397904 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=O.[C:10]1(=[O:17])[CH2:15][CH2:14][CH2:13][C:12](=O)[CH2:11]1.[CH2:18]([O:20][C:21](=[O:26])[CH2:22][C:23](=[NH:25])[NH2:24])[CH3:19]>C(O)C>[CH2:18]([O:20][C:21]([C:22]1[CH:4]([C:3]2[CH:6]=[CH:7][CH:8]=[CH:9][C:2]=2[Br:1])[C:11]2[C:10](=[O:17])[CH2:15][CH2:14][CH2:13][C:12]=2[NH:24][C:23]=1[NH2:25])=[O:26])[CH3:19]

Participants

5

Reactant 3

HCID 104341,3-CyclohexanedioneHCID 811292-BromobenzaldehydeHCID 4599837Carbamimidoyl-acetic acid ethyl ester

Product 1

HCID 70635901HCID 70635901, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Upon boiling a solution of 9.3 g of 2-bromobenzaldehyde, 5.6 g of cyclohexane-1,3-dione and 6.5 g of amidinoacetic acid ethyl ester in 100 ml of ethanol for 6 hours. 2-amino-4-(2-bromophenyl)-1,4,5,6,7,8-hexahydro-5-oxoquinoline-3-carboxylic acid ethyl ester of melting point 245° C. (ethanol) is obtained. Yield: 46% of theory.

Workup

  1. customfor 6 hours

Sources & evidence

ORD record
ord-e0dced1a93d9449ea69dd6cd858e61dc
Source dataset
uspto-grants-1977_05
Patent number
US04022898

Reaction notes

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