Diisopropylcarbodiimide → HCID 58159269, compound

HRID 386985Notes

Reaction equation

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

Participants

Reactant 3

HCID 12734Diisopropylcarbodiimide

HCID 160435Carbodiimide

HCID 1974179031024-35-8

Product 1

HCID 58159269HCID 58159269, compound

Procedure

A mixture of 27 g of N-methyl-(3-(methyldimethoxysilyl)propyl)amine (0.152 mol, 20% excess) and of 16 g of diisopropylcarbodiimide (0.127 mol) was heated for 8 h at 100° C. (carbodiimide conversion of 98%). The final colorless mixture was devolatilized at 100° C. under 2 mbar for 2 h to give 39.3 g of a colorless, low-viscosity liquid corresponding to the expected guanidine, containing 2 wt % of the initial amine.

Sources & evidence

ORD record: ord-8ca1c4e6b9b148248acab15351910027
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08372935B2

Reaction notes

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