Ethyl isocyanate → HCID 89767872, compound

HRID 591547Notes

Reaction equation

HRID 591547 reaction equation
[Cl:1][C:2]1[CH:19]=[C:18]([Cl:20])[CH:17]=[CH:16][C:3]=1[CH2:4][O:5][C:6]1[CH:15]=[CH:14][C:9]2[CH:10]([NH2:13])[CH2:11][O:12][C:8]=2[CH:7]=1.[CH2:21]([N:23]=[C:24]=[O:25])[CH3:22].[NH4+].[Cl-]>C1COCC1>[Cl:1][C:2]1[CH:19]=[C:18]([Cl:20])[CH:17]=[CH:16][C:3]=1[CH2:4][O:5][C:6]1[CH:15]=[CH:14][C:9]2[CH:10]([NH:13][C:24]([NH:23][CH2:21][CH3:22])=[O:25])[CH2:11][O:12][C:8]=2[CH:7]=1

Participants

5

Reactant 3

HCID 8022Ethyl isocyanateHCID 25517Ammonium ChlorideHCID 63097602HCID 63097602, compound

Product 1

HCID 89767872HCID 89767872, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

To a mixture of 6-((2,4-dichlorobenzyl)oxy)-2,3-dihydro-1-benzofuran-3-amine (146 mg) and THF (dry) (4.0 mL) was added ethyl isocyanate (0.048 mL) at 0° C. The mixture was stirred at 0° C. for 1 h. The mixture was poured into saturated aqueous NH4Cl at 0° C. and extracted with EtOAc. The organic layer was m washed with brine, dried over MgSO4, and concentrated in vacuo. The solid was washed with EtOH to give the title compound (74.0 mg).

Workup

  1. extractionextracted with EtOAc
  2. washThe organic layer was m washed with brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo
  5. washThe solid was washed with EtOH

Sources & evidence

ORD record
ord-26c52080bf3442cca0bc5c449083b647
Source dataset
uspto-grants-2016_01
Patent number
US09238639B2

Reaction notes

Loading…