Formaldehyde → HCID 14617820, compound

HRID 1534303Notes

Reaction equation

HRID 1534303 reaction equation
[C:1]([BH3-])#[N:2].[Na+].[N+:5]([C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][CH:17]=1)[NH:14][CH2:13][CH2:12]N2)([O-:7])=[O:6].[CH2:18]=O.[OH-].[Na+]>C(O)(=O)C>[CH3:18][N:14]1[C:15]2[C:10](=[CH:9][C:8]([N+:5]([O-:7])=[O:6])=[CH:17][CH:16]=2)[N:2]([CH3:1])[CH2:12][CH2:13]1

Participants

6

Reactant 4

HCID 712FormaldehydeHCID 14798Sodium HydroxideHCID 5003444Sodium cyanoborohydrideHCID 101979426-nitro-1,2,3,4-tetrahydroquinoxaline

Product 1

HCID 14617820HCID 14617820, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

1.52 g (0.024 mole) sodium cyanoborohydride was added at 25° C., to a mixture of 1.08 g (0.006 mole) of the 1,2,3,4-tetrahydro-6-nitroquinoxaline obtained in accordance with J. Het. Chem. 10, 213 (1973) and 1.5 g (0.005 mole) paraformaldehyde in 300 ml acetic acid. The solution was then left standing for 24 hours at room temperature. The solution was then poured into 60 ml 25% aqueous NaOH solution. The mixture obtained was then extracted three times with methylene chloride. After drying and concentration, N,N'-dimethyl-1,2,3,4-tetrahydro-6-nitroquinoxaline was obtained in a yield of 0.35 g (35% of the theoretical). The melting point of the product was 70° C.

Workup

  1. customobtained in accordance with J
  2. waitThe solution was then left
  3. customThe mixture obtained
  4. extractionwas then extracted three times with methylene chloride
  5. customAfter drying
  6. concentrationconcentration

Sources & evidence

ORD record
ord-309b1b1345c24085941c8e50962d929c
Source dataset
uspto-grants-1992_02
Patent number
US05089025

Reaction notes

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