Hydrazine hydrate (1:1) → HCID 69438003, compound

HRID 404904Notes

Reaction equation

HRID 404904 reaction equation
[Cl:1][C:2]1[CH:31]=[C:30]([O:32][CH3:33])[CH:29]=[CH:28][C:3]=1[O:4][C:5]1[S:6][C:7]([C:10]2[CH:14]=[C:13]([CH:15]([N:17]3C(=O)C4C(=CC=CC=4)C3=O)[CH3:16])[O:12][N:11]=2)=[CH:8][N:9]=1.O.NN>C(O)C>[Cl:1][C:2]1[CH:31]=[C:30]([O:32][CH3:33])[CH:29]=[CH:28][C:3]=1[O:4][C:5]1[S:6][C:7]([C:10]2[CH:14]=[C:13]([CH:15]([NH2:17])[CH3:16])[O:12][N:11]=2)=[CH:8][N:9]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 69437273HCID 69437273, compound

Product 1

HCID 69438003HCID 69438003, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of Example 30E (510 mg, 1.06 mmol) in ethanol (6 mL) was added hydrazine monohydrate (0.31 mL, 6.3 mol). The reaction was heated at 60° C. for 45 minutes and filtered. The filtrate was concentrated and purified by flash chromatography on silica gel eluting with 90:8:2 dichloromethane/methanol/concentrated ammonium hydroxide to provide 358 mg of the title compound,

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated
  3. custompurified by flash chromatography on silica gel eluting with 90:8:2 dichloromethane/methanol/concentrated ammonium hydroxide

Sources & evidence

ORD record
ord-a6ca5025257e4e428e7c6d37f3269d8a
Source dataset
uspto-grants-2014_06
Patent number
US08748627B2

Reaction notes

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