Pyrrolidine → HCID 91995408, compound

HRID 916325Notes

Reaction equation

HRID 916325 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[Cl:6][C:7]1[C:16]2[C:11](=[C:12]([N+:20]([O-:22])=[O:21])[CH:13]=[C:14]([N+:17]([O-:19])=[O:18])[CH:15]=2)[C:10]([N+:23]([O-:25])=[O:24])=[CH:9][CH:8]=1>>[ClH:6].[N+:23]([C:10]1[C:11]2[C:16](=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][C:12]=2[N+:20]([O-:22])=[O:21])[C:7]([N:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)=[CH:8][CH:9]=1)([O-:25])=[O:24]

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 714134695-Chloro-1,3,8-trinitronaphthalene

Product 1

HCID 91995408HCID 91995408, compoundYield 22%

Procedure

Pyrrolidine (2.5 mL) was added to 1-chloro-4,5,7-trinitronaphthalene (100 mg, 0.33 mmol, Bassilios et al, Recueil., 1962, 81, 209-214) which resulted in an immediate, highly exothermic reaction. Volatiles were removed in vacuo and purification as in 159JP06 afforded 23 mg (22%) of 159JP09 as a red solid. The product was converted to the corresponding hydrochloride salt as described above.

Workup

  1. customresulted in an immediate,
  2. customhighly exothermic reaction
  3. customVolatiles were removed in vacuo and purification as in 159JP06

Sources & evidence

ORD record
ord-4824bf467bb046598b3ce27880c08013
Source dataset
uspto-grants-2007_09
Patent number
US07268232B2

Reaction notes

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