Nitric Acid → HCID 14366181, compound

HRID 1709610Notes

Reaction equation

HRID 1709610 reaction equation
[CH2:1]([O:3][C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:9][N:8]=1)=[O:5])[CH3:2].[N+:19]([O-])([OH:21])=[O:20]>S(=O)(=O)(O)O>[CH2:1]([O:3][C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=[C:9]([N+:19]([O-:21])=[O:20])[N:8]=1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 19878616HCID 19878616, compound

Product 1

HCID 14366181HCID 14366181, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

40 ml of concentrated sulphuric acid are cooled to 8° C. and 5 g of the compound of Stage 1 are added while stirring. At 5° C., 5 ml of concentrated nitric acid are then added dropwise and stirring is continued for 1 hour. Subsequently the mixture is poured on 300 to 400 g of ice and the precipitated crystals are isolated by filtering with suction 4 g of a yellow crystalline compound are obtained. On recrystallizing from ethanol this compound melts at 193° C. 1H-NMR Spectrum: 10.38 (s, NH), 9.72 (s, NH), 8.23 (d, J=9 Hz, 4-H), 8.10 (d, J=9 Hz, 3-H), 4.19d (q, J=7 Hz, OCH2), 4.13 (q, J=7 Hz, OCH2), 1.25 (t, J=7 Hz, CH3), 1.23 (t, J=7 Hz, CH3)

Workup

  1. stirringstirring
  2. customthe precipitated crystals are isolated
  3. filtrationby filtering with suction 4 g of a yellow crystalline compound
  4. customare obtained
  5. customOn recrystallizing from ethanol this compound melts at 193° C

Sources & evidence

ORD record
ord-4a3f53054bc54c248102e631c2ea7e07
Source dataset
uspto-grants-1990_08
Patent number
US04950302

Reaction notes

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