Ethylenediamine → HCID 22056520, compound

HRID 1955818Notes

Reaction equation

HRID 1955818 reaction equation
[OH:1][CH:2]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=O.[CH2:22](N)[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39].C(N)C[NH2:43]>>[CH2:39]([CH:12]([CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH:2]([OH:1])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[C:13]([NH2:43])=[O:15])[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH3:22]

Participants

4

Reactant 3

HCID 3301EthylenediamineHCID 778912-Hydroxystearic acidHCID 15793Octadecylamine

Product 1

HCID 22056520HCID 22056520, compound

Procedure

Heating 100 parts (0.33 equivalents) 12-hydroxystearic acid with 64.1 parts (0.23 equivalents) stearylamine and 3.0 parts ethylenediamine (0.1 equivalents) to 220° C. yielded an extended stearyl 12-hydroxystearamide as a hard, opaque wax having an acid number of 7. Treatment of the extended stearyl 12-hydroxystearamide with 27.2 parts (0.33 equivalents) hexamethylene diisocyanate at 150° C. provided hexamethylene diisocyanate-modified stearyl 12-hydroxystearamide as a translucent, hard, light-tan solid having a melting point of 94° C. and a melt viscosity of 110 cP at 130° C.

Sources & evidence

ORD record
ord-5230e3a18c584f2fbabf6351a06d4f47
Source dataset
uspto-grants-1998_07
Patent number
US05777023

Reaction notes

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