Semicarbazide hydrochloride → HCID 9753988, compound

HRID 718670Notes

Reaction equation

HRID 718670 reaction equation
Cl.[NH2:2][NH:3][C:4]([NH2:6])=[O:5].CC([O-])=O.[Na+].[Br:12][C:13]1[CH:20]=[CH:19][C:16]([CH:17]=O)=[C:15]([F:21])[CH:14]=1>O.CO>[Br:12][C:13]1[CH:20]=[CH:19][C:16](/[CH:17]=[N:2]/[NH:3][C:4]([NH2:6])=[O:5])=[C:15]([F:21])[CH:14]=1

Participants

6

Reactant 3

HCID 11236Semicarbazide hydrochlorideHCID 1435174-Bromo-2-fluorobenzaldehydeHCID 517045Sodium Acetate

Product 1

HCID 9753988HCID 9753988, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a mixture of aminourea hydrochloride (2.8 g, 25 mmol) and NaOAc (4.1 g, 49 mmol) in water (50 mL) was added dropwise a solution of 4-bromo-2-fluorobenzaldehyde (5.0 g, 25 mmol) in methanol (50 mL). The resulting solution was stirred at rt for 3 h. The solids formed were collected by filtration to obtain compound 59a as a white solid. Mass Spectrum (LCMS, ESI pos.): Calcd. for C8H7BrFN3O: 260.0 (M+H). Found: 260.1.

Workup

  1. customThe solids formed
  2. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-86771fbfe35c41beb2d54e5501e98808
Source dataset
uspto-grants-2015_11
Patent number
US09193736B2

Reaction notes

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