(3-Aminopropyl)diethanolamine → HCID 54104049, compound

HRID 1952810Notes

Reaction equation

[NH2:1][CH2:2][CH2:3][CH2:4][N:5]([CH2:9][CH2:10][OH:11])[CH2:6][CH2:7][OH:8].C(N(CC)CCN[C:18]([O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[N:28]([CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH3:48])[CH:29]=[O:30])=[O:19])C>C(Cl)(Cl)Cl>[OH:8][CH2:7][CH2:6][N:5]([CH2:9][CH2:10][OH:11])[CH2:4][CH2:3][CH2:2][NH:1][C:18]([O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[N:28]([CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH3:48])[CH:29]=[O:30])=[O:19]

Participants

Conditions

Temperature: 70 °C

Procedure

N-(3-Aminopropyl)diethanolamine (0.89 g) was added to the intermediate (a) (2.62g) obtained in Example 28. After being stirred for 2.5 hours at 70° C., the reaction mixture, with chloroform added thereto, was washed with 1N sodium hydroxide aqueous solution and saturated brine successively, dried over sodium sulfate anhydride, and then filtrated. The solvent was evaporated out and the residue was purified by silica gel column chromatography (silica gel 70 g, chloroform:methanol=50:1-30:1), thereby yielding 1.17 g of the aimed compound as white solid.

Workup

washwas washed with 1N sodium hydroxide aqueous solution and saturated brine successively
dry with materialdried over sodium sulfate anhydride
filtrationfiltrated
customThe solvent was evaporated out
customthe residue was purified by silica gel column chromatography (silica gel 70 g, chloroform:methanol=50:1-30:1)

Sources & evidence

ORD record: ord-f796f05dbcc642da8771096c37b4a9a1
Source dataset: uspto-grants-2000_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06114325

Reaction notes

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