Ethylamine → HCID 60648698, compound

HRID 2278963Notes

Reaction equation

HRID 2278963 reaction equation
[CH2:1]([NH2:3])[CH3:2].[Cl:4][CH2:5][CH2:6][N:7]=[C:8]=[O:9]>>[Cl:4][CH2:5][CH2:6][NH:7][C:8]([NH:3][CH2:1][CH3:2])=[O:9]

Participants

3

Procedure

A mixture of ethylamine (2.0M in THF, 2.369 mL, 4.74 mmol) and chloroethylisocyanate (0.50 g, 4.74 mmol) was stirred at RT for 2 h, concentrated to dryness and treated with MeCN. The solid was collected via filtration and dried to afford 1-(2-chloroethyl)-3-ethylurea (460 mg, 65%). 1H NMR (400 MHz, DMSO-d6): δ 6.05 (s, 1 H), 5.96 (s, 1 H), 3.54 (t, J=6.3 Hz, 2 H), 3.30-3.23 (m, 2 H), 3.02-2.93 (m, 2 H), 0.96 (t, J=7.2 Hz, 3 H); MS (ESI) m/z: 151.1 (M+H+).

Workup

  1. concentrationconcentrated to dryness
  2. additiontreated with MeCN
  3. filtrationThe solid was collected via filtration
  4. customdried

Sources & evidence

ORD record
ord-9c84a31f2455411dbd9fdcaedcd5fa80
Source dataset
uspto-grants-2015_09
Patent number
US09133183B2

Reaction notes

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