1,3-Propanediol → HCID 67400514, compound

HRID 711867Notes

Reaction equation

[CH2:1]([OH:5])[CH2:2][CH2:3][OH:4].[N+:6]([C:9]1[CH:16]=[CH:15][CH:14]=[C:13]([N+]([O-])=O)[C:10]=1[C:11]#[N:12])([O-:8])=[O:7]>>[OH:4][CH2:3][CH2:2][CH2:1][O:5][C:13]1[CH:14]=[CH:15][CH:16]=[C:9]([N+:6]([O-:8])=[O:7])[C:10]=1[C:11]#[N:12]

Participants

Reactant 2

HCID 104421,3-Propanediol

HCID 520718Dinitrobenzonitrile

Product 1

HCID 67400514HCID 67400514, compoundYield 61%

Procedure

Prepared as in Example 215c from propane-1,3-diol and 2,6-dinitrobenzonitrile in 61% yield as a pale yellow solid. 1H NMR (400 MHz, DMSO-d6) δ 1.89-1.93 (m, 2H), 3.56-3.61 (m, 2H), 4.30 (t, J=6.4 Hz, 2H), 4.61 (t, J=5.2 Hz, 1H), 7.71-7.74 (m, 1H), 7.85-7.91 (m, 2H).

Sources & evidence

ORD record: ord-e8b5c63eab76457a9608bbbc70d9039e
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09181276B2

Reaction notes

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