1,2-Dichloroethane → HCID 57911941, compound

HRID 2279211Notes

Reaction equation

HRID 2279211 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:8]=[CH:9][CH:10]=1)[NH2:7])([O-:3])=[O:2].[C:11](O)(=[O:16])[CH2:12][CH2:13][CH:14]=[CH2:15].C1C=CC2N(O)N=NC=2C=1.C(Cl)CCl>C(Cl)Cl>[N+:1]([C:4]1[CH:5]=[C:6]([NH:7][C:11](=[O:16])[CH2:12][CH2:13][CH:14]=[CH2:15])[CH:8]=[CH:9][CH:10]=1)([O-:3])=[O:2]

Participants

6

Reactant 4

HCID 111,2-DichloroethaneHCID 74233-NitroanilineHCID 611384-Pentenoic acidHCID 757711-Hydroxybenzotriazole

Product 1

HCID 57911941HCID 57911941, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a mixture of 3-nitroaniline (0.433 mmol)) and pent-4-enoic acid (1.30 mmol) in CH2Cl2 (4 mL) at ambient temperature was added HOBt (0.234 g, 1.73 mmol) and EDC (0.332 g, 1.73 mmol). The resulting mixture was stirred for 4 hours. The reaction mixture was cooled to 0° C. and quenched with H2O. The aqueous layer was extracted with CH2Cl2 thrice and the combined organic extracts were washed with saturated NaHCO3 followed by brine, dried over Na2SO4 and concentrated under reduced pressure to give (viC1).

Workup

  1. customquenched with H2O
  2. extractionThe aqueous layer was extracted with CH2Cl2 thrice
  3. washthe combined organic extracts were washed with saturated NaHCO3
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated under reduced pressure
  6. customto give (viC1)

Sources & evidence

ORD record
ord-100fb021e9f44a56b0ab99f8d3fafb05
Source dataset
uspto-grants-2015_09
Patent number
US09133214B2

Reaction notes

Loading…