Ethyl isocyanate → HCID 18376947, compound

HRID 844160Notes

Reaction equation

HRID 844160 reaction equation
[NH2:1][CH2:2][C:3]([CH3:6])([OH:5])[CH3:4].[CH2:7]([N:9]=[C:10]=[O:11])[CH3:8]>C(Cl)Cl>[CH3:4][C:3]([OH:5])([CH3:6])[CH2:2][NH:1][C:10]([NH:9][CH2:7][CH3:8])=[O:11]

Participants

4

Reactant 2

HCID 8022Ethyl isocyanateHCID 951022-Propanol, 1-amino-2-methyl-

Product 1

HCID 18376947HCID 18376947, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 1-amino-2-methyl-2-propanol (4.0 g, 45 mmol) in CH2Cl2 (25 mL) at 0° C. was added a solution of ethyl isocyanate (3.2 g, 45 mmol) in CH2Cl2 (5 mL) dropwise. The mixture was stirred at ambient temperature for 18 hours, then concentrated of all volatiles in vacuo to afford a quantitative yield of N-(2-methyl-2-hydroxypropyl)-N′-ethylurea as a yellow solid; NMR (DMSO-d6/TFA) 5.9 (m. 1), 5.7 (m, 1), 3.0 (m, 2), 2.9 (d, 2), 1.0 (s, 6), 0.9 (t, 3) ppm.

Workup

  1. concentrationconcentrated of all volatiles in vacuo

Sources & evidence

ORD record
ord-e710f25c918348a5849c2c8945478f5a
Source dataset
uspto-grants-2002_04
Patent number
US06380221B1

Reaction notes

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