Water → HCID 71295198, compound

HRID 527199Notes

Reaction equation

HRID 527199 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([NH:22][C:23](=O)[O:24]C2C=CC=CC=2)[CH:5]=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)[CH2:10][CH2:9]1.[H-].[NH2:33][NH2:34].O>O1CCOCC1>[F:1][C:2]1[CH:3]=[C:4]([NH:22][C:23]([NH:33][NH2:34])=[O:24])[CH:5]=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:15]=[CH:16][C:17]([O:20][CH3:21])=[CH:18][CH:19]=2)[CH2:10][CH2:9]1

Participants

5

Reactant 3

HCID 962WaterHCID 86602801Hydrazine monohydrideHCID 90323117HCID 90323117, compound

Product 1

HCID 71295198HCID 71295198, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution containing 5 (0.3 g, 0.7 mmol) and hydrazine monohydride (0.19 mL, 3.7 mmol) in 1,4-dioxane. The reaction mixture was stirred and heated to reflux for 4 h. After cooling to room temperature water was added and the mixture was stirred for 30 min. The precipitated solid was filtered and the solid was washed with acetonitrile and then dried under vacuum to obtain the hydrazinecarboxamide intermediate 6 (0.2 g, 82%).

Workup

  1. temperatureheated
  2. temperatureto reflux for 4 h
  3. additionwas added
  4. stirringthe mixture was stirred for 30 min
  5. filtrationThe precipitated solid was filtered
  6. washthe solid was washed with acetonitrile
  7. customdried under vacuum

Sources & evidence

ORD record
ord-3fc3f4fa951947ae8f30f2e8137372e1
Source dataset
uspto-grants-2016_05
Patent number
US09346791B2

Reaction notes

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