Dimethyl Sulfate → 4-Methoxy-3-nitrobiphenyl

HRID 1276818Notes

Reaction equation

[N+:1]([C:4]1[CH:5]=[C:6]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:7]=[CH:8][C:9]=1[OH:10])([O-:3])=[O:2].[CH3:17]OS(OC)(=O)=O>>[N+:1]([C:4]1[CH:5]=[C:6]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH3:17])([O-:3])=[O:2]

Participants

Reactant 2

HCID 6497Dimethyl Sulfate

HCID 134473-Nitro(1,1'-biphenyl)-4-ol

Product 1

HCID 6152384-Methoxy-3-nitrobiphenyl

Procedure

After the 3-nitro-4-hydroxybiphenyl is formed as described above, it is then reacted with dimethylsulfate to form 3-nitro-4-methoxybiphenyl, which is then reduced to form 3-amino-4-methoxybiphenyl. The 3-amino-4-methoxybiphenyl is precipitated by the addition of hydrochloric acid solution, forming the desired 3-amino-4-methoxybiphenyl hydrochloride.

Sources & evidence

ORD record: ord-c197908ecdc5407caeb6dd731ed24314
Source dataset: uspto-grants-2000_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06166243

Reaction notes

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