Triethylamine → HCID 16457107, compound

HRID 1456957Notes

Reaction equation

HRID 1456957 reaction equation
[NH:1]([CH:3]=[O:4])[NH2:2].C(N(CC)CC)C.[Br:12][C:13]1[CH:21]=[CH:20][C:16]([C:17](Cl)=[O:18])=[CH:15][CH:14]=1>C1COCC1>[Br:12][C:13]1[CH:21]=[CH:20][C:16]([C:17]([NH:2][NH:1][CH:3]=[O:4])=[O:18])=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 12229HydrazinecarboxaldehydeHCID 685154-Bromobenzoyl chloride

Product 1

HCID 16457107HCID 16457107, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

To hydrazinecarboxaldehyde (1.20 g, 20 mmol) in 100 ml THF, triethylamine (Et3N) (2.63 g, 26 mmol) was added. The mixture was heated at 60° C. to a clear solution and cooled to room temperature. 4-Bromobenzoyl chloride (4.39 g, 20 mmol) was added to the reaction mixture over 20 min. The mixture was refluxed for 1 hr., cooled to room temperature and filtered. The filtrate was concentrated to give a light yellow solid (2-[(4-bromophenyl)carbonyl]-hydrazinecarboxaldehyde).

Workup

  1. temperaturecooled to room temperature
  2. temperatureThe mixture was refluxed for 1 hr
  3. temperature, cooled to room temperature
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-a3acc5bfd3be4b5eb3b1c7d37c7497d4
Source dataset
uspto-grants-1998_12
Patent number
US05846985

Reaction notes

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