Diethanolamine → HCID 86601655, compound

HRID 503678Notes

Reaction equation

Cl[C:2]1[C:20]([N+:21]([O-:23])=[O:22])=[CH:19][C:18]([N+:24]([O-:26])=[O:25])=[CH:17][C:3]=1[C:4]([NH:6][CH2:7][CH:8]([O:10][CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][O:12]1)[CH3:9])=[O:5].[NH:27]([CH2:31][CH2:32][OH:33])[CH2:28][CH2:29][OH:30]>>[OH:30][CH2:29][CH2:28][N:27]([CH2:31][CH2:32][OH:33])[C:2]1[C:20]([N+:21]([O-:23])=[O:22])=[CH:19][C:18]([N+:24]([O-:26])=[O:25])=[CH:17][C:3]=1[C:4]([NH:6][CH2:7][CH:8]([O:10][CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][O:12]1)[CH3:9])=[O:5]

Participants

Reactant 2

HCID 8113Diethanolamine

HCID 86601656HCID 86601656, compound

Product 1

HCID 86601655HCID 86601655, compoundYield 95%

Procedure

Reaction of 12e (1.45 g, 3.75 mmol) with diethanolamine (1.67 g) as above gave 2-[bis(2-hydroxyethyl)amino]-3,5-dinitro-N-[2-(tetrahydro-2H-pyran-2-yloxy)propyl]benzamide (1.62 g, 95%) as a yellow foam that was used directly;

Sources & evidence

ORD record: ord-39a427dbcdee48768462042cc1992847
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07776924B2

Reaction notes

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