Ethanolamine → HCID 19774720, compound

HRID 1614023Notes

Reaction equation

[CH2:1]([CH2:3][NH2:4])[OH:2].CO[C:7]1[C:8]([N+:36]([O-:38])=[O:37])=[C:9]([C:19]2[C:24]([N+:25]([O-:27])=[O:26])=[CH:23][C:22]([N+:28]([O-:30])=[O:29])=[C:21]([O:31][CH3:32])[C:20]=2[N+:33]([O-:35])=[O:34])[C:10]([N+:16]([O-:18])=[O:17])=[CH:11][C:12]=1[N+:13]([O-:15])=[O:14]>>[CH3:32][O:31][C:21]1[C:20]([N+:33]([O-:35])=[O:34])=[C:19]([C:9]2[C:10]([N+:16]([O-:18])=[O:17])=[CH:11][C:12]([N+:13]([O-:15])=[O:14])=[C:7]([NH:4][CH2:3][CH2:1][OH:2])[C:8]=2[N+:36]([O-:38])=[O:37])[C:24]([N+:25]([O-:27])=[O:26])=[CH:23][C:22]=1[N+:28]([O-:30])=[O:29]

Participants

Reactant 2

HCID 700Ethanolamine

HCID 149271683,3'-Dimethoxy-2,2',4,4',6,6'-hexanitrobiphenyl

Product 1

HCID 19774720HCID 19774720, compound

Procedure

First, one mole of ethanolamine is reacted with each mole of 3,3'-dimethoxy-2,2',4,4',6,6'-hexanitrobiphenyl under the conditions given in example 6 to give 3-methoxy-3'-(2-hydroxyethylamino)-2,2',4,4',6,6'-hexanitrobiphenyl (compound X). Compound X is then reacted with ammonia under the conditions of example 7 to produce 3-amino-3'-(2-hydroxyethylamino)-2,2',4,4',6,6'-hexanitrobiphenyl (compound XI). Compound XI is then nitrated under the conditions of example 8 to produce the product 3-amino-3'-(hydroxyethylaminonitrate)-2,2',4,4',6,6'-hexanitrobiphenyl.

Sources & evidence

ORD record: ord-5fa88220f76b4466b95e15b1fb8bf209
Source dataset: uspto-grants-1993_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05194659

Reaction notes

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