Triethylamine → HCID 21074275, compound

HRID 1373168Notes

Reaction equation

HRID 1373168 reaction equation
Cl.[NH2:2][CH2:3][C:4]([NH2:6])=[O:5].C(N(CC)CC)C.[F:14][C:15]1[CH:16]=[C:17]([N+:23]([O-:25])=[O:24])[CH:18]=[C:19]([F:22])[C:20]=1F>CN(C=O)C.O>[F:14][C:15]1[CH:16]=[C:17]([N+:23]([O-:25])=[O:24])[CH:18]=[C:19]([F:22])[C:20]=1[NH:2][CH2:3][C:4]([NH2:6])=[O:5]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 2723639Glycinamide hydrochlorideHCID 27827931,2,3-Trifluoro-5-nitrobenzene

Product 1

HCID 21074275HCID 21074275, compoundYield 67%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

To a stirred solution of glycinamide hydrochloride (45 g, 407 mmol) in DMF (500 mL) was added successively triethylamine (197 mL, 1.43 mol) followed by 3,4,5-trifluronitrobenzene (72 g, 407 mmol) at room temperature over 15 min. The reaction mixture was heated to 80° C. overnight and then allowed to cool to room temperature. Ice pieces suspended in water were added to the reaction mixture and the solid obtained was filtered. The solid was dried to afford title compound (62 g, 67%) that was taken up directly for the next step without further purification. Mp 160–162° C.

Workup

  1. temperatureto cool to room temperature
  2. additionwere added to the reaction mixture
  3. customthe solid obtained
  4. filtrationwas filtered
  5. customThe solid was dried

Sources & evidence

ORD record
ord-eafaf5eef39640b1a3ab2ebb5d54e836
Source dataset
uspto-grants-2007_01
Patent number
US07160912B2

Reaction notes

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