5-Methyl-2-nitroanisole → N,N-Dimethyl-N-[2-(3-methoxy-4-nitrophenyl)ethenyl]amine

HRID 1032527Notes

Reaction equation

HRID 1032527 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([N+:10]([O-:12])=[O:11])=[C:6]([O:8][CH3:9])[CH:7]=1.C(O[CH:18](N(C1C(C(C)C)CCC(C)C1)C1C(C(C)C)CCC(C)C1)[N:19]([CH:30]1C(C(C)C)CCC(C)C1)[CH:20]1C(C(C)C)CCC(C)C1)(C)(C)C>>[CH3:18][N:19]([CH3:30])[CH:20]=[CH:1][C:2]1[CH:3]=[CH:4][C:5]([N+:10]([O-:12])=[O:11])=[C:6]([O:8][CH3:9])[CH:7]=1

Participants

3

Reactant 2

HCID 974555-Methyl-2-nitroanisoleHCID 22165996Tert-butoxybis(dimenthylamino)methane

Product 1

HCID 54285175N,N-Dimethyl-N-[2-(3-methoxy-4-nitrophenyl)ethenyl]amine

Procedure

83.5 of 5-methyl-2-nitroanisole and 162.0 g of tert-butoxybis(dimenthylamino)methane is heated for 8 hours to 100° C. After cooling, 111.0 g of N,N-dimenthyl-N-[2-(3-methoxy-4-nitrophenyl)ethenyl]amine is crystallized, mp 57°-58.5° C.

Workup

  1. temperatureAfter cooling
  2. custom111.0 g of N,N-dimenthyl-N-[2-(3-methoxy-4-nitrophenyl)ethenyl]amine is crystallized

Sources & evidence

ORD record
ord-1825ee651313439b907e49781a3f0326
Source dataset
uspto-grants-1990_09
Patent number
US04958026

Reaction notes

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