Hydrazine hydrate (1:1) → HCID 178477987, compound

HRID 530295Notes

Reaction equation

HRID 530295 reaction equation
[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([C:6](/[N:8]=[CH:9]/[N:10](C)C)=O)=[CH:4][CH:3]=1.O.[NH2:16]N>C(O)(=O)C>[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([C:6]2[N:8]=[CH:9][NH:10][N:16]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 178484331HCID 178484331, compound

Product 1

HCID 178477987HCID 178477987, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
120 °C

Procedure

To a stirred solution of (E)-4-chloro-N-((dimethylamino)methylene)benzamide (9.4 g, 44.6 mmol) in acetic Acid (13.5 ml) was added hydrazine hydrate (1.524 ml, 49.1 mmol). The reaction mixture immediately solidified and was heated to 120° C. for 2 hours. Whereupon was cooled to room temperature and azeotroped with toluene. The crystalline residue was stirred with water for a while. The precipitate was filtered off, washed with water and dried under vacuum. (Yield: 7.27 g, 91%).

Workup

  1. temperatureWhereupon was cooled to room temperature
  2. customazeotroped with toluene
  3. filtrationThe precipitate was filtered off
  4. washwashed with water
  5. customdried under vacuum

Sources & evidence

ORD record
ord-ddf46cce477d4afc8f23f58c62a08f20
Source dataset
uspto-grants-2016_05
Patent number
US09353082B2

Reaction notes

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