Ethyl isocyanate → HCID 18376947, compound

HRID 370091Notes

Reaction equation

HRID 370091 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-cb437495335b4c2b824c594bb8a99b86
Source dataset
uspto-grants-2000_10
Patent number
US06140351

Reaction notes

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