Nitric Acid → HCID 10081777, compound

HRID 980919Notes

Reaction equation

HRID 980919 reaction equation
[CH3:1][C:2]1[NH:3][C:4](=[O:12])[CH:5]=[C:6]2[C:11]=1[CH2:10][CH2:9][CH2:8][CH2:7]2.[N+:13]([O-])([OH:15])=[O:14]>C(O)(=O)C.S(=O)(=O)(O)O>[CH3:1][C:2]1[NH:3][C:4](=[O:12])[C:5]([N+:13]([O-:15])=[O:14])=[C:6]2[C:11]=1[CH2:10][CH2:9][CH2:8][CH2:7]2

Participants

5

Reactant 2

HCID 944Nitric AcidHCID 118193651-Methyl-5,6,7,8-tetrahydroisoquinolin-3(2H)-one

Product 1

HCID 10081777HCID 10081777, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 1118Sulfuric AcidSolvent

Procedure

To a solution of 1.63 g of 2,3,5,6,7,8-hexahydro-1-methyl-3-oxoisoquinoline in 10 ml of acetic acid, 1 ml of concentrated sulfuric acid and 5 ml of concentrated nitric acid (d=1.42) were dropwise added under cooling on ice. After the reaction was completed, the reaction mixture was poured into ice water and deposited crystals were filtered out. There was obtained 1.0 g of 2,3,5,6,7,8-hexahydro-1-methyl-4-nitro-3-oxoisoquinoline. mp: 255° C. (decomposition).

Workup

  1. temperatureunder cooling on ice
  2. filtrationwere filtered out

Sources & evidence

ORD record
ord-27d3ad0d102a42f5a9c12019e511a747
Source dataset
uspto-grants-1987_01
Patent number
US04639521

Reaction notes

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