Diisopropylcarbodiimide → HCID 58159266, compound

HRID 386986Notes

Reaction equation

[CH2:1]([NH:5][CH2:6][CH2:7][CH2:8][Si:9]([O:14][CH3:15])([O:12][CH3:13])[O:10][CH3:11])[CH2:2][CH2:3][CH3:4].[CH:16]([N:19]=[C:20]=[N:21][CH:22]([CH3:24])[CH3:23])([CH3:18])[CH3:17]>>[CH2:1]([N:5]([CH2:6][CH2:7][CH2:8][Si:9]([O:14][CH3:15])([O:10][CH3:11])[O:12][CH3:13])[C:20]([NH:21][CH:22]([CH3:24])[CH3:23])=[N:19][CH:16]([CH3:18])[CH3:17])[CH2:2][CH2:3][CH3:4]

Participants

Reactant 2

HCID 12734Diisopropylcarbodiimide

HCID 1601921-Butanamine, N-[3-(trimethoxysilyl)propyl]-

Product 1

HCID 58159266HCID 58159266, compound

Procedure

A mixture of 45 g of N-butyl-(3-(trimethoxysilyl)propyl)amine (0.191 mol) and of 28.95 g of diisopropylcarbodiimide (0.229 mol, 20% excess) was heated for 20 h at 120° C. (amine conversion of 93%). The final colorless mixture was devolatilized at 120° C. under 1 mbar for 2 h to give 67 g of a colorless, low-viscosity liquid corresponding to the expected guanidine, containing 4 wt % of the initial amine.

Sources & evidence

ORD record: ord-1ab2ac7feb504101a1d7161ee7c62467
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08372935B2

Reaction notes

Loading…