Ethanol → HCID 86734723, compound

HRID 2397903Notes

Reaction equation

HRID 2397903 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)C=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])N)[CH3:19].[CH2:27](O)C>>[CH2:18]([O:20][C:21]([C:22]1[CH2:27][C:11]2[C:10](=[O:17])[CH2:15][CH2:14][CH2:13][C:12]=2[N:25]([C:4]2[CH:7]=[CH:8][CH:9]=[C:2]([Br:1])[CH:3]=2)[CH:23]=1)=[O:26])[CH3:19]

Participants

5

Reactant 4

HCID 702Ethanol2×HCID 104341,3-CyclohexanedioneHCID 765833-BromobenzaldehydeHCID 4599837Carbamimidoyl-acetic acid ethyl ester

Product 1

HCID 86734723HCID 86734723, compoundYield 44%

Procedure

Upon heating a solution of 9.3 g of 3-bromobenzaldehyde, 5.6 g of cyclohexane-1,3-dione and 6.5 g of amidinoacetic acid ethyl ester in 100 ml of ethanol for 8 hours, 2-amino-4-(3-bromophenyl-1,4,5,6,7,8-hexahydro-5-oxoquinoline-3-carboxylic acid ethyl ester of melting point 255° C. (ethanol) is obtained. Yield: 44% of theory.

Sources & evidence

ORD record
ord-8296406d56e54f1f883e8f8677cffd9c
Source dataset
uspto-grants-1977_05
Patent number
US04022898

Reaction notes

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