Diisopropylcarbodiimide → 2-Nitrophenol

HRID 1828858Notes

Reaction equation

[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[N+:11]([O-:13])=[O:12])C(O)=O.C1C=CC2N(O)N=NC=2C=1.CC(C)N=C=NC(C)C>>[N+:11]([C:10]1[CH:9]=[CH:8][CH:4]=[CH:3][C:2]=1[OH:1])([O-:13])=[O:12]

Participants

Reactant 3

HCID 12734Diisopropylcarbodiimide

HCID 692653-Hydroxy-4-nitrobenzoic acid

HCID 757711-Hydroxybenzotriazole

Product 1

HCID 69472-Nitrophenol

Procedure

This material was prepared from 3-hydroxy-4-nitrobenzoic acid (1b) (1 g, 5.46 mmol), HOBt (1 g, 7.4 mmol), DIC (1,3-diisopropylcarbodiimide, 1 mL, 6.4 mmol), and an amino polystyrene resin (1 g, 1.2 mmol) using a procedure similar to polystyrene resin (PS-2a).

Sources & evidence

ORD record: ord-f9d6fba2e19046d9a2fa3198d07ca054
Source dataset: uspto-grants-2006_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07060752B2

Reaction notes

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