2-Hydrazinopyridine → HCID 135755449, compound

HRID 1164191Notes

Reaction equation

HRID 1164191 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

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 of 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 of 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-0c2071f05fb942ccb580320a09c96d0b
Source dataset
uspto-grants-1983_01
Patent number
US04368153

Reaction notes

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