Water → HCID 178428718, compound

HRID 445916Notes

Reaction equation

HRID 445916 reaction equation
[CH3:1][C:2]1[C:10]([N+:11]([O-])=[O:12])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](=S)[NH2:5].[NH2:14][NH2:15].[OH2:16]>C(O)C>[CH3:1][C:2]1[C:10]([N+:11]([O-:12])=[O:16])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](=[NH:5])[NH:14][NH2:15]

Participants

5

Reactant 3

HCID 962WaterHCID 9321HydrazineHCID 582795372-Methyl-3-nitrobenzothioamide

Product 1

HCID 178428718HCID 178428718, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
45 °C

Procedure

To a solution of 2-methyl-3-nitrobenzothioamide (2.50 g, 12.74 mmol) in ethanol (50 mL) at rt was added hydrazine, H2O (12.49 mL, 255 mmol). The mixture was heated at 45° C. for 4 hr and then concentrated under vacuum to a volume of approximately 20 mL. The residue was diluted with water (20 mL) and extracted with CH2Cl2 (5×50 mL). The combined extract was dried over anhydrous MgSO4. Removal of solvent under vacuum provide the desired product, 2-methyl-3-nitrobenzimidohydrazide (2.12 g, 10.92 mmol, 86% yield), as a white solid.

Workup

  1. concentrationconcentrated under vacuum to a volume of approximately 20 mL
  2. additionThe residue was diluted with water (20 mL)
  3. extractionextracted with CH2Cl2 (5×50 mL)
  4. extractionThe combined extract
  5. dry with materialwas dried over anhydrous MgSO4
  6. customRemoval of solvent under vacuum

Sources & evidence

ORD record
ord-1e2884d66a6e41d880c7b1102355bd51
Source dataset
uspto-grants-2013_07
Patent number
US08476430B2

Reaction notes

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