Water → HCID 178489089, compound

HRID 719267Notes

Reaction equation

HRID 719267 reaction equation
S(S([O-])=O)([O-])=O.[Na+].[Na+].[CH3:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[NH:21][N:20]=[C:19]([CH3:22])[C:18]=2[N:23]=O)=[CH:13][CH:12]=1.O>C(O)C>[CH3:9][O:10][C:11]1[CH:12]=[CH:13][C:14]([C:17]2[NH:21][N:20]=[C:19]([CH3:22])[C:18]=2[NH2:23])=[CH:15][CH:16]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24489Sodium DithioniteHCID 178489096HCID 178489096, compound

Product 1

HCID 178489089HCID 178489089, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

6.80 g of sodium dithionite was added to a mixture of 1.23 g of 5-(4-methoxy-phenyl)-3-methyl-4-nitroso-1H-pyrazole (Example 22(c)) and 50 ml of water at 70° C., and the reaction mixture was stirred for 15 minutes. 5 ml of ethanol was added and the reaction mixture was stirred for 10 minutes. The reaction mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate, filtered and concentrated. Trituration with ether gave the title compound as a beige solid, melting point 120–122° C., C11H13N3O (203.24), MS (ESI, method B) 204 (M+H).

Workup

  1. stirringthe reaction mixture was stirred for 10 minutes
  2. extractionThe reaction mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-ebbfefe08295444085e13ef2a3e212f0
Source dataset
uspto-grants-2006_11
Patent number
US07132428B2

Reaction notes

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