Hydrazine hydrate (1:1) → HCID 25219120, compound

HRID 970269Notes

Reaction equation

HRID 970269 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][CH:20]=1)[C:5]([NH:7][C:8]1[CH:9]=[C:10]([CH:15]=[CH:16][CH:17]=1)[C:11](OC)=[O:12])=[O:6].O.[NH2:22][NH2:23]>O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][CH:20]=1)[C:5]([NH:7][C:8]1[CH:9]=[C:10]([CH:15]=[CH:16][CH:17]=1)[C:11]([NH:22][NH2:23])=[O:12])=[O:6]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 723590Methyl 3-[(3-chlorobenzoyl)amino]benzoate

Product 1

HCID 25219120HCID 25219120, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
65 °C

Procedure

To a solution of 1.0 gm (3.45 mmol) of methyl 3-(3-chlorobenzamido)benzoate in 24 mL of tetrahydrofuran was added 1.18 mL (34.5 mmol) of hydrazine hydrate. The reaction was heated overnight at 65° C. After cooling, the reaction mixture was concentrated under rotevaporation, and ether and water were added. The solid product was separated by filtration and dried in vacuo to give 3-(3-chlorobenzamido)benzhydrazide. MS m/z: 290.0 (M+H).

Workup

  1. temperatureAfter cooling
  2. concentrationthe reaction mixture was concentrated under rotevaporation, and ether and water
  3. additionwere added
  4. customThe solid product was separated by filtration
  5. customdried in vacuo

Sources & evidence

ORD record
ord-6529c36448a44ac8944a27281a11de38
Source dataset
uspto-grants-2007_12
Patent number
US07312181B2

Reaction notes

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