Acetic Acid → Hydroxyethyl-2,6-dinitro-p-anisidine

HRID 1086385Notes

Reaction equation

HRID 1086385 reaction equation
CO[C:3]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][C:6]([O:7][CH3:8])=[CH:5][C:4]=1[N+:14]([O-:16])=[O:15].C(O)(=O)C.[CH2:21]([CH2:23][NH2:24])[OH:22]>>[N+:11]([C:10]1[CH:9]=[C:6]([O:7][CH3:8])[CH:5]=[C:4]([N+:14]([O-:16])=[O:15])[C:3]=1[NH:24][CH2:23][CH2:21][OH:22])([O-:13])=[O:12]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 700EthanolamineHCID 12249848Benzene, 2,5-dimethoxy-1,3-dinitro-

Product 1

HCID 17758312Hydroxyethyl-2,6-dinitro-p-anisidine

Procedure

1 g of 2,6-dinitro-hydroquinone dimethyl ether (B. Relchert and W. Turkewitsch, Arch. der Pharmazie 276, 397, 406 (1938)) was stirred in 15 ml of ethanol amine for one hour at room temperature, whereupon the mixture was poured on ice and neutralized with acetic acid. The precipitated red crystals were filtered with suction. 0.9 g (78 percent of the theoretical yield) of the product was obtained; it has a melting point of 104° C.

Workup

  1. filtrationThe precipitated red crystals were filtered with suction
  2. custom0.9 g (78 percent of the theoretical yield) of the product
  3. customwas obtained

Sources & evidence

ORD record
ord-813a34dccc9449089791eea5eb0a419a
Source dataset
uspto-grants-1991_07
Patent number
US05030241

Reaction notes

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