Dimethylformamide → 3-Butyl-2,5-dioxoimidazolidine 1-hexylcarboxamide

HRID 1028159Notes

Reaction equation

[CH2:1]([N:5]1[CH2:9][C:8](=[O:10])[NH:7][C:6]1=[O:11])[CH2:2][CH2:3][CH3:4].N([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=C=O.C[N:22]([CH:24]=[O:25])C>>[CH2:1]([N:5]1[CH2:9][C:8](=[O:10])[NH:7][C:6]1=[O:11])[CH2:2][CH2:3][CH3:4].[CH2:15]([C:24]([NH2:22])=[O:25])[CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]

Participants

Reactant 3

HCID 6228Dimethylformamide

HCID 75659Hexyl isocyanate

HCID 1185061-Butylimidazolidine-2,4-dione

Product 1

HCID 1317314143-Butyl-2,5-dioxoimidazolidine 1-hexylcarboxamide

Procedure

1-Butylimidazolidine-2,4-dione (100 mg, 0.64 mmol) and 1-isocyanatohexane (97.7 mg, 0.768 mmol) were reacted in DMF in analogy to example 1. Yield: 9 mg (5%), M+H+: 284.50.

Sources & evidence

ORD record: ord-408c006c4c5e477ea5c147011a372424
Source dataset: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08735437B2

Reaction notes

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