Hydrazine hydrate (1:1) → 4-Hydrazino-5,6-diphenyl-2-(trifluoromethyl)pyrimidine

HRID 2250331Notes

Reaction equation

HRID 2250331 reaction equation
Cl[C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[C:6]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:5]=[C:4]([C:20]([F:23])([F:22])[F:21])[N:3]=1.O.[NH2:25][NH2:26]>C(O)C>[NH:25]([C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[C:6]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:5]=[C:4]([C:20]([F:23])([F:22])[F:21])[N:3]=1)[NH2:26]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 104046804-Chloro-5,6-diphenyl-2-(trifluoromethyl)pyrimidine

Product 1

HCID 100195084-Hydrazino-5,6-diphenyl-2-(trifluoromethyl)pyrimidineYield 97.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-Chloro-5,6-diphenyl-2-(trifluoromethyl)pyrimidine (1.8 g, 5.3 mmol) (synthesized according to the procedure described in example 1) was stirred in ethanol (10 ml) containing hydrazine hydrate (0.64 g, 12.8 mmol) for 2 hours at 35° C. The crystals thus obtained in the reaction mixture was filtered under vacuum, washed with ethanol (5 ml) and dried to yield the title compound (1.7 g, 95.7%, HPLC purity 99.2%), mp: 182-186° C.

Workup

  1. customThe crystals thus obtained in the reaction mixture
  2. filtrationwas filtered under vacuum
  3. washwashed with ethanol (5 ml)
  4. customdried

Sources & evidence

ORD record
ord-9237562d0770406bb706cbb293a3d592
Source dataset
uspto-grants-2008_01
Patent number
US07317014B2

Reaction notes

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