HCID 13491385, compound → HCID 13491386, compound

HRID 1719497Notes

Reaction equation

HRID 1719497 reaction equation
[N+:1]([C:4]1[CH:17]=[CH:16][C:15]2[C:6](=[N:7][C:8]3[CH2:9][CH2:10][CH2:11][CH2:12][C:13]=3[N:14]=2)[CH:5]=1)([O-])=O.[H][H]>[Pd]>[CH:5]1[C:6]2[C:15](=[N:14][C:13]3[CH2:12][CH2:11][CH2:10][CH2:9][C:8]=3[N:7]=2)[CH:16]=[CH:17][C:4]=1[NH2:1]

Participants

4

Reactant 2

HCID 13491385HCID 13491385, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13491386HCID 13491386, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A 18.0 g (0.078 mole) portion of 6,7,8,9-tetrahydro-2-nitrophenazine and 5 g of 5% Pd/C (50% H2O) were placed in a 1.7 liter stainless steel pressure bottle and subjected to hydrogenation at 40 psig. The hydrogen uptake was 18 lb (theory 17 lb). The reaction mixture was then filtered and concentrated. The filtrate was then concentrated to 1/3 volume, refrigerated, filtered, air dried, and dried to a constant weight at 60° to give 15 g (94%) of a yellow solid, m.p. 150°-152°.

Workup

  1. filtrationThe reaction mixture was then filtered
  2. concentrationconcentrated
  3. concentrationThe filtrate was then concentrated to 1/3 volume
  4. filtrationfiltered
  5. customair dried
  6. customdried to a constant weight at 60°

Sources & evidence

ORD record
ord-4c89ffd07f384b729fe37ad0a0e7efad
Source dataset
uspto-grants-1985_09
Patent number
US04540693

Reaction notes

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