Sodium Carbonate → HCID 178513396, compound

HRID 1927856Notes

Reaction equation

HRID 1927856 reaction equation
[F:1][C:2]([F:22])([F:21])[C:3]1[CH:8]=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=2)[N:6]=[C:5]([C:19]#[N:20])[N:4]=1.Cl.[NH2:24][OH:25].C(=O)([O-])[O-].[Na+].[Na+]>O.C(O)C>[OH:25][NH:24][C:19]([C:5]1[N:4]=[C:3]([C:2]([F:21])([F:22])[F:1])[CH:8]=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:16])[F:17])=[CH:11][CH:10]=2)[N:6]=1)=[NH:20]

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 57468701HCID 57468701, compound

Product 1

HCID 178513396HCID 178513396, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A stirred mixture of 4-trifluoromethyl-6-(4-trifluoromethyl-phenyl)-pyrimidine-2-carbonitrile (example B.2) (1.0 g, 3.15 mmol), hydroxylamine hydrochloride (0.81 g, 11.7 mol) and sodium carbonate (0.67 g, 6.32 mol) in water (15 mL) and ethanol (15 mL) was heated under reflux conditions for 2 h. The ethanol was removed partly and the mixture stirred at room temperature for 0.5 h. The precipitate was collected by filtration, washed with water and dried to yield the title compound (1.08 g, 98%) as a light brown solid. MS (ISP) 351.1 [(M+H)+]; mp 224° C.

Workup

  1. temperaturewas heated under reflux conditions for 2 h
  2. customThe ethanol was removed partly
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-ed5096cfe34e4dfa8cb587666ac02abf
Source dataset
uspto-grants-2012_05
Patent number
US08183262B2

Reaction notes

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