Ethyl isocyanate → HCID 68491951, compound

HRID 21329Notes

Reaction equation

HRID 21329 reaction equation
Cl.[Cl:2][C:3]1[C:11]([O:12][CH2:13][CH2:14][CH2:15][NH2:16])=[CH:10][C:9]([I:17])=[C:8]2[C:4]=1[CH2:5][NH:6][C:7]2=[O:18].C(N(CC)CC)C.[CH2:26]([N:28]=[C:29]=[O:30])[CH3:27]>ClCCl>[Cl:2][C:3]1[C:11]([O:12][CH2:13][CH2:14][CH2:15][NH:16][C:29](=[O:30])[NH:28][CH2:26][CH3:27])=[CH:10][C:9]([I:17])=[C:8]2[C:4]=1[CH2:5][NH:6][C:7]2=[O:18]

Participants

5

Reactant 3

HCID 8022Ethyl isocyanateHCID 8471TriethylamineHCID 684884094-Chloro-5-(3-aminopropoxy)-7-iodoisoindolinone hydrochloride

Product 1

HCID 68491951HCID 68491951, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-Chloro-5-(3-aminopropoxy)-7-iodoisoindolinone hydrochloride (100 mg, 0.248 mmol) was suspended in dichloromethane (3.0 mL), and the suspension was added with triethylamine (0.104 mL, 0.744 mmol) and ethyl isocyanate (0.029 mL, 0.372 mmol), followed by stirring at room temperature for 13 hours. The solvent was evaported under reduced pressure and the residue was purified by slurry using water and acetonitrile to obtain 4-chloro-5-[3-(ethylcarbamoylamino)propoxy]-7-iodoisoindolinone (100 mg, yield 93%).

Workup

  1. customthe residue was purified by slurry

Sources & evidence

ORD record
ord-5ac828f8d5b84688b668aa8943cfeb3b
Source dataset
uspto-grants-2010_06
Patent number
US07745641B2

Reaction notes

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