Methylamine → HCID 58964513, compound

HRID 2069284Notes

Reaction equation

HRID 2069284 reaction equation
[CH3:1][O:2][C:3](=[O:18])[C:4]1[CH:9]=[C:8](F)[C:7]([C:11]([F:14])([F:13])[F:12])=[CH:6][C:5]=1[N+:15]([O-:17])=[O:16].[CH3:19][NH2:20]>O1CCOCC1>[CH3:1][O:2][C:3](=[O:18])[C:4]1[CH:9]=[C:8]([NH:20][CH3:19])[C:7]([C:11]([F:14])([F:13])[F:12])=[CH:6][C:5]=1[N+:15]([O-:17])=[O:16]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 589644905-Fluoro-2-nitro-4-trifluoromethyl-benzoic acid methyl ester

Product 1

HCID 58964513HCID 58964513, compoundYield 95.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

5-Fluoro-2-nitro-4-trifluoromethyl-benzoic acid methyl ester (300 mg, 1.12 mmoles) is dissolved in dioxane and after addition of methylamine (0.490 ml, 3.5 eq.) the yellow mixture is stirred at room temperature for 2 days. The mixture is evaporated to dryness. Dichloromethane is added and the suspension is filtrated. Evaporation of the filtrate yielded 2-nitro-5-methylamino-4-trifluoromethyl-benzoic acid methyl ester as a yellow solid (291.3 mg, 95.4% yield). The product is used in the next step without further purification.

Workup

  1. customThe mixture is evaporated to dryness
  2. additionDichloromethane is added
  3. filtrationthe suspension is filtrated
  4. customEvaporation of the filtrate

Sources & evidence

ORD record
ord-9a1c1a51081042739d67bf4f0c92dcac
Source dataset
uspto-grants-2012_10
Patent number
US08299085B2

Reaction notes

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