Ethylamine → HCID 60648698, compound
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
- concentrationconcentrated to dryness
- additiontreated with MeCN
- filtrationThe solid was collected via filtration
- customdried
Sources & evidence
- ORD record
- ord-9c84a31f2455411dbd9fdcaedcd5fa80
- Source dataset
- uspto-grants-2015_09
- Patent number
- US09133183B2
Reaction notes
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