2-Hydrazinopyridine → HCID 135755449, compound

HRID 1164239Notes

Reaction equation

HRID 1164239 reaction equation
[NH:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1)[NH2:2].[O:9]1[CH2:14][CH2:13][N:12]([C:15]2[C:20]([N:21]3[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)=[CH:19][C:18](=O)[C:17](=[O:28])[CH:16]=2)[CH2:11][CH2:10]1>C(O)(=O)C>[O:24]1[CH2:25][CH2:26][N:21]([C:20]2[C:15]([N:12]3[CH2:11][CH2:10][O:9][CH2:14][CH2:13]3)=[CH:16][C:17]([OH:28])=[C:18]([N:2]=[N:1][C:3]3[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=3)[CH:19]=2)[CH2:22][CH2:23]1

Participants

4

Reactant 2

HCID 786452-HydrazinopyridineHCID 2537424,5-Di-morpholin-4-yl-[1,2]benzoquinone

Product 1

HCID 135755449HCID 135755449, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To 60 ml acetic acid were added in order 1.48 g (14 mmol) 2-hydrazinopyridine and 3.8 g (14 mmol) freshly prepared 4,5-di-morpholino-1,2-benzoquinone [Brackman and Havinga, Rec. trav. chim Pays-bas 74, 937 (1955)] at room temperature. The mixture was stirred overnight and the solvent taken off on a rotary evaporator. After dilution with water, the solid residue was filtered off, washed with water and air dried. The product was extracted twice with hot acetonitrile leaving 1.97 g product. The extract yielded another 1.02 g on cooling. Yield 3.0 g (59%).

Workup

  1. customthe solvent taken off on a rotary evaporator
  2. filtrationAfter dilution with water, the solid residue was filtered off
  3. washwashed with water and air
  4. customdried
  5. extractionThe product was extracted twice with hot acetonitrile leaving 1.97 g product
  6. customThe extract yielded another 1.02 g
  7. temperatureon cooling

Sources & evidence

ORD record
ord-69bd22c7e255410494731e28989c05d8
Source dataset
uspto-grants-1983_01
Patent number
US04368248

Reaction notes

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