Nitric Acid → HCID 90022660, compound

HRID 56117Notes

Reaction equation

HRID 56117 reaction equation
[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[C:6]1[CH:11]=[CH:10][C:9]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)=[CH:8][CH:7]=1.S(=O)(=O)(O)O.[N+:23]([O-])([OH:25])=[O:24]>>[N+:23]([C:5]1[S:1][C:2]([C:6]2[CH:7]=[CH:8][C:9]([N:12]3[CH2:17][CH2:16][O:15][CH2:14][CH2:13]3)=[CH:10][CH:11]=2)=[N:3][CH:4]=1)([O-:25])=[O:24]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 900228674-(4-(Thiazol-2-yl)phenyl)morpholine

Product 1

HCID 90022660HCID 90022660, compoundYield 30%

Conditions

Temperature
0 °C

Procedure

To a mixture of 4-(4-(thiazol-2-yl)phenyl)morpholine (2.00 g, 8.13 mmol) and concentrated sulfuric acid (25 mL) was added concentrated nitric acid (0.60 mL) at −10° C. The reaction mixture was stirred at 0° C. for 4.5 h, then poured into ice water, and extracted with CH2Cl2 (60 mL×3). The organic phase was dried over Na2SO4 and concentrated in vacuo to give the title compound as a yellow solid (0.70 g, 30%).

Workup

  1. extractionextracted with CH2Cl2 (60 mL×3)
  2. dry with materialThe organic phase was dried over Na2SO4
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-c73cdddff2ab432baacc4e2e854e8a08
Source dataset
uspto-grants-2016_09
Patent number
US09434695B2

Reaction notes

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