Hydrazine hydrate (1:1) → HCID 178526552, compound

HRID 385742Notes

Reaction equation

HRID 385742 reaction equation
C[N:2](/[CH:4]=[N:5]/[C:6]([C:8]1[S:9][C:10]([N+:13]([O-:15])=[O:14])=[CH:11][CH:12]=1)=O)C.O.[NH2:17]N>CC(O)=O>[N+:13]([C:10]1[S:9][C:8]([C:6]2[N:5]=[CH:4][NH:2][N:17]=2)=[CH:12][CH:11]=1)([O-:15])=[O:14]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 178484334HCID 178484334, compound

Product 1

HCID 178526552HCID 178526552, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
90 °C

Procedure

N-[(1E)-(Dimethylamino)methylene]-5-nitrothiophene-2-carboxamide (7.00 g, 30.8 mmol) was combined with AcOH (70 mL) and hydrazine hydrate (65% wt, 2.76 mL, 37.0 mmol) and stirred at 90° C. for 1.5 h. The yellow solution was cooled to room temperature and concentrated. The resulting slurry was diluted with CH2Cl2 and saturated NaHCO3 and stirred. The yellow precipitate was isolated by filtration and dried to provide the title compound as a yellow solid.

Workup

  1. temperatureThe yellow solution was cooled to room temperature
  2. concentrationconcentrated
  3. additionThe resulting slurry was diluted with CH2Cl2 and saturated NaHCO3
  4. stirringstirred
  5. customThe yellow precipitate was isolated by filtration
  6. customdried

Sources & evidence

ORD record
ord-b36b9329cb3545db8ca49daa2f1197f4
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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