HCID 576143, compound → HCID 600971, compound

HRID 1863108Notes

Reaction equation

HRID 1863108 reaction equation
[BH4-].[Na+].[CH3:3][O:4][C:5]1[CH:6]=[C:7]2[C:12](=[C:13]([N+:15]([O-])=O)[CH:14]=1)[N:11]([CH3:18])[CH2:10][CH:9]=[CH:8]2>>[NH2:15][C:13]1[CH:14]=[C:5]([O:4][CH3:3])[CH:6]=[C:7]2[C:12]=1[N:11]([CH3:18])[CH2:10][CH2:9][CH2:8]2

Participants

3

Reactant 2

HCID 576143HCID 576143, compoundHCID 4311764Sodium borohydride

Product 1

HCID 600971HCID 600971, compoundYield 97%

Procedure

Reduction of the methiodide in aqueous solution was done with sodium borohydride. A 97% yield of dark red crystals of 6-methoxy-1-methyl-8-nitro-1,2-dihydroquinoline resulted. Recrystallization from a mixture of ether and hexane gave the pure compound which melted 56°-61° , resolidified and melted again at 174°-180°.

Sources & evidence

ORD record
ord-ce5c8bd151d74456b0edcbfcd37ff585
Source dataset
uspto-grants-1979_09
Patent number
US04167638

Reaction notes

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