Hydrazine hydrate (1:1) → HCID 178424063, compound

HRID 1619134Notes

Reaction equation

HRID 1619134 reaction equation
O.[NH2:2]N.C[N:5](/[CH:7]=[N:8]/[C:9](=O)[C:10]1[CH:15]=[CH:14][C:13]([CH3:16])=[C:12]([I:17])[CH:11]=1)C>C(O)(=O)C>[I:17][C:12]1[CH:11]=[C:10]([C:9]2[NH:8][CH:7]=[N:5][N:2]=2)[CH:15]=[CH:14][C:13]=1[CH3:16]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 178425868HCID 178425868, compound

Product 1

HCID 178424063HCID 178424063, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
90 °C

Procedure

Hydrazine monohydrate (0.30 g, 6.0 mmol) was added to a stirred solution of (E)-N-((dimethylamino)methylene)-3-iodo-4-methylbenzamide (preparation 48b, 1.20 g, 3.8 mmol) in acetic acid (6 mL) and the mixture was stirred and heated to 90° C. After 2 hours, the mixture was concentrated in vacuo and water and 2N aqueous sodium hydroxide solution were added to the residue. The solid that formed was filtered, washed with water and dried in vacuo to give the title compound (0.98 g, 91%) as a solid.

Workup

  1. concentrationthe mixture was concentrated in vacuo and water and 2N aqueous sodium hydroxide solution
  2. additionwere added to the residue
  3. customThe solid that formed
  4. filtrationwas filtered
  5. washwashed with water
  6. customdried in vacuo

Sources & evidence

ORD record
ord-0be44e35d1214139b6b9b12cd86b53f8
Source dataset
uspto-grants-2014_07
Patent number
US08772288B2

Reaction notes

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