Hydrochloric Acid → HCID 22417897, compound

HRID 1720264Notes

Reaction equation

HRID 1720264 reaction equation
[ClH:1].[N+:2]([C:5]1[CH:11]=[CH:10][C:8]([NH2:9])=[CH:7][CH:6]=1)([O-:4])=[O:3].N[C:13]1[CH:21]=C2C(C=NN2)=C[CH:14]=1.[CH2:22]([O:26][C:27]1[CH:33]=[CH:32][C:30]([NH2:31])=[CH:29][CH:28]=1)[CH2:23][CH2:24][CH3:25]>CCOCC>[ClH:1].[NH2:9][C:8]1[CH:10]=[C:11]2[C:5](=[CH:6][CH:7]=1)[N:2]=[CH:21][CH:13]=[C:14]2[NH:31][C:30]1[CH:29]=[CH:28][C:27]([O:26][CH2:22][CH2:23][CH2:24][CH3:25])=[CH:33][CH:32]=1.[N+:2]([C:5]1[CH:11]=[C:10]2[C:8](=[CH:7][CH:6]=1)[N:9]=[CH:21][CH:13]=[C:14]2[NH:31][C:30]1[CH:29]=[CH:28][C:27]([O:26][CH2:22][CH2:23][CH2:24][CH3:25])=[CH:33][CH:32]=1)([O-:4])=[O:3]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 74754-NitroanilineHCID 203524-ButyloxyanilineHCID 814231H-Indazol-6-amine

Product 2

HCID 22417897HCID 22417897, compoundHCID 53724871HCID 53724871, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The title compound was prepared from the corresponding -nitro compound by catalytic reduction of the nitro group followed by treatment with HCl in ether. The 6-nitro-4-(p-butoxyanilino) quinoline compound was prepared in an analogous fashion to Example 9 with the modification that 4-nitroaniline was used as the starting material instead of 6-aminoindazole and p-butoxyaniline was used in the displacement of the 4-chloro substituent instead of m-anisidine.

Sources & evidence

ORD record
ord-37cbca575b0b4956b9aa0d698be15292
Source dataset
uspto-grants-1996_04
Patent number
US05506235

Reaction notes

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