Acetic Acid → HCID 67088949, compound

HRID 1943932Notes

Reaction equation

HRID 1943932 reaction equation
[CH:1]([NH:4][C:5]1[CH:9]=[C:8]([NH2:10])[NH:7][N:6]=1)([CH3:3])[CH3:2].O.[N+:12]([CH:15]([CH:18]=O)[CH:16]=O)([O-:14])=[O:13].[Na].C(O)(=O)C>O>[CH:1]([NH:4][C:5]1[C:9]2[C:8](=[N:10][CH:16]=[C:15]([N+:12]([O-:14])=[O:13])[CH:18]=2)[NH:7][N:6]=1)([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 55285667HCID 55285667, compoundHCID 71317419Sodium nitromalonaldehyde hydrate

Product 1

HCID 67088949HCID 67088949, compoundYield 59.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of N3-isopropyl-1H-pyrazole-3,5-diamine (0.231 g, 1.85 mmol) and sodium nitromalonaldehyde monohydrate (0.307 g, 1.95 mmol) in water (20 mL) was heated to 100° C. overnight. The reaction mixture was cooled to room temperature, and the pH was adjusted to about 6 with acetic acid. The resulting solids were collected by filtration, washed with water and dried in vacuo to give N-isopropyl-5-nitro-1H-pyrazolo[3,4-b]pyridin-3-amine (0.243 g, 59%). m/z (APCI-neg) M−1=220.3.

Workup

  1. filtrationThe resulting solids were collected by filtration
  2. washwashed with water
  3. customdried in vacuo

Sources & evidence

ORD record
ord-dcab6700b51c4703aca468b9bbfd8972
Source dataset
uspto-grants-2013_03
Patent number
US08394795B2

Reaction notes

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