Ethyl isocyanate → HCID 10241526, compound

HRID 1066701Notes

Reaction equation

HRID 1066701 reaction equation
[OH:1][N:2]1[C:6](=[O:7])[CH2:5][CH2:4][C:3]1=[O:8].[CH2:9]([N:11]=[C:12]=[O:13])[CH3:10].C(N(CC)CC)C>O1CCCC1>[CH2:9]([NH:11][C:12]([O:1][N:2]1[C:6](=[O:7])[CH2:5][CH2:4][C:3]1=[O:8])=[O:13])[CH3:10]

Participants

5

Reactant 3

HCID 8022Ethyl isocyanateHCID 8471TriethylamineHCID 80170N-Hydroxysuccinimide

Product 1

HCID 10241526HCID 10241526, compoundYield 86.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N-hydroxysuccinimide (11.5 g, 0.1 mol) was dissolved in 100 g of sufficiently dried tetrahydrofuran. To the solution was added dropwise 7.1 g (0.1 mol) of ethyl isocyanate, and then a catalytic amount of triethylamine was added. After stirring at room temperature overnight, the reaction solution was decolored with active carbon and concentrated. The deposited crystal was filtered and washed with a small amount of ether to obtain 16.1 g of N-(ethylcarbamoyloxy)succinimide represented by the following formula, yield 86.6%.

Workup

  1. concentrationconcentrated
  2. filtrationThe deposited crystal was filtered
  3. washwashed with a small amount of ether

Sources & evidence

ORD record
ord-e59c84e964364c4fa0723bd1720f6561
Source dataset
uspto-grants-2001_06
Patent number
US06245478B1

Reaction notes

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