Ethyl isocyanate → HCID 70150448, compound

HRID 2292658Notes

Reaction equation

HRID 2292658 reaction equation
[N:1]1([CH2:6][C:7]2[CH:16]=[CH:15][C:10]([O:11][CH2:12][CH2:13][OH:14])=[CH:9][CH:8]=2)[CH:5]=[CH:4][CH:3]=[N:2]1.C(N(CC)CC)C.[CH2:24]([N:26]=[C:27]=[O:28])[CH3:25]>C1(C)C=CC=CC=1>[N:1]1([CH2:6][C:7]2[CH:8]=[CH:9][C:10]([O:11][CH2:12][CH2:13][O:14][C:27](=[O:28])[NH:26][CH2:24][CH3:25])=[CH:15][CH:16]=2)[CH:5]=[CH:4][CH:3]=[N:2]1

Participants

5

Reactant 3

HCID 8022Ethyl isocyanateHCID 8471TriethylamineHCID 21833673HCID 21833673, compound

Product 1

HCID 70150448HCID 70150448, compoundYield 13.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

To a mixture of 2-[4-(1-pyrazolyl)methylphenoxy]ethanol (produced in Reference Production Example 3 described below) (500 mg), triethylamine (255 mg) and dry toluene (20 ml) was added dropwise an anhydrous toluene solution (1 ml) of ethyl isocyanate (179 mg). This mixture was then stirred at room temperature overnight, and concentrated under reduced pressure. The residue was subjected to silica gel chromatography, which afforded 87 mg of ethylcarbamic acid 2-[4-(1-pyrazolyl)methylphenoxy]-ethyl ester (compound 37). Yield, 13%.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-0bde51872ac34c8fa60af4f7f5dec1db
Source dataset
uspto-grants-1997_11
Patent number
US05684022

Reaction notes

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