Trifluoroacetohydrazide → HCID 178424060, compound

HRID 1619141Notes

Reaction equation

HRID 1619141 reaction equation
[F:1][C:2]([F:8])([F:7])[C:3]([NH:5][NH2:6])=O.[I:9][C:10]1[CH:11]=[C:12]([CH:18]=[CH:19][C:20]=1[CH3:21])[C:13](=[NH:17])OCC>CO>[I:9][C:10]1[CH:11]=[C:12]([C:13]2[NH:17][C:3]([C:2]([F:8])([F:7])[F:1])=[N:5][N:6]=2)[CH:18]=[CH:19][C:20]=1[CH3:21]

Participants

4

Reactant 2

HCID 229753TrifluoroacetohydrazideHCID 58170479HCID 58170479, compound

Product 1

HCID 178424060HCID 178424060, compoundYield 28.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
70 °C

Procedure

2,2,2-Trifluoroacetohydrazide (0.14 g, 1.0 mmol) was added to a stirred solution of ethyl 3-iodo-4-methylbenzimidate (preparation 51b, 0.30 g, 1.0 mmol) in methanol (3 mL) and the mixture was stirred and heated to 70° C. After 2 hours, the mixture was cooled and concentrated in vacuo. The residue was purified by flash chromatography (5:1 hexanes/ethyl acetate) to give the title compound (0.10 g, 27%) as a white solid.

Workup

  1. temperaturethe mixture was cooled
  2. concentrationconcentrated in vacuo
  3. customThe residue was purified by flash chromatography (5:1 hexanes/ethyl acetate)

Sources & evidence

ORD record
ord-ead21ca1a77d423c84366d7bcd27658a
Source dataset
uspto-grants-2014_07
Patent number
US08772288B2

Reaction notes

Loading…