Stearic Acid → HCID 131724595, compound

HRID 1007073Notes

Reaction equation

HRID 1007073 reaction equation
[C:1]([NH:20][NH2:21])(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[C:22]([OH:41])(=O)[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].ON1C2C=CC=C[C:46]=2N=N1.C(N=C=NC(C)C)(C)C>O1CCCC1>[CH3:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][C:1]([NH:20][NH:21][C:22]([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][CH2:39][CH3:46])=[O:41])=[O:19]

Participants

6

Reactant 4

HCID 5281Stearic AcidHCID 12734DiisopropylcarbodiimideHCID 20088Octadecanoic acid, hydrazideHCID 757711-Hydroxybenzotriazole

Product 1

HCID 131724595HCID 131724595, compoundYield 61.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 20.0 g of stearic hydrazide, 21.0 g of stearic acid, 10.3 g of 1-hydroxybenzotriazole in 205.0 g of tetrahydrofuran was added 9.3 g of diisopropylcarbodiimide dropwise at room temperature, and the mixture was stirred for 3 hours under reflux. The deposited crystal was filtrated, and re-crystallized from isopropyl alcohol, to obtain 23.9 g of the intended compound.

Workup

  1. temperatureunder reflux
  2. filtrationThe deposited crystal was filtrated
  3. customre-crystallized from isopropyl alcohol

Sources & evidence

ORD record
ord-d1c3627beb1f4bcca17e844550aa4171
Source dataset
uspto-grants-2004_09
Patent number
US06794334B2

Reaction notes

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