Acetic Acid → HCID 69038871, compound

HRID 397941Notes

Reaction equation

HRID 397941 reaction equation
[NH2:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.[CH:12]([O:19][CH2:20][CH3:21])([O:16]CC)OCC.[N+:22]([CH2:25][C:26](OCC)=O)([O-])=O.[C:31](O)(=O)C>[Fe]>[CH2:20]([O:19][C:12]([C:2]1[N:1]=[CH:31][N:4]([C:5]2[N:22]=[CH:25][C:26]3[C:7]([CH:6]=2)=[CH:8][CH:9]=[CH:10][CH:11]=3)[CH:3]=1)=[O:16])[CH3:21]

Participants

6

Reactant 4

HCID 176Acetic Acid2×HCID 113753-AminoquinolineHCID 31214Ethyl orthoformate2×HCID 69379Ethyl nitroacetate

Product 1

HCID 69038871HCID 69038871, compound

Reagents, catalysts & solvents 1

HCID 23925IronCatalyst

Procedure

Following the general method described in example 384, 3-aminoquinoline was reacted with triethyl orthoformate, ethyl nitroacetate and acetic acid followed by treatment with triethyl orthoformate, iron and acetic acid. After workup and chromatography the title compound was obtained as a beige crystalline solid. Mp. 161-162° C. (AcOEt), MS: m/e=268 (M+H+).

Sources & evidence

ORD record
ord-1af75a58725249918f84f3deca5876fe
Source dataset
uspto-grants-2003_08
Patent number
US06610723B2

Reaction notes

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