Tributylamine → HCID 178432408, compound

HRID 1851160Notes

Reaction equation

HRID 1851160 reaction equation
[NH2:1][C:2]1[N:6]=[C:5]([CH3:7])[NH:4][N:3]=1.[F:8][C:9]1[CH:14]=[C:13]([F:15])[CH:12]=[CH:11][C:10]=1[CH:16]([C:22](OCC)=[O:23])[C:17](OCC)=[O:18].C(N(CCCC)CCCC)CCC>[OH-].[Na+].O>[F:8][C:9]1[CH:14]=[C:13]([F:15])[CH:12]=[CH:11][C:10]=1[C:16]1[C:22]([OH:23])=[N:1][C:2]2[N:3]([N:4]=[C:5]([CH3:7])[N:6]=2)[C:17]=1[OH:18]

Participants

6

Reactant 3

HCID 7622TributylamineHCID 2346103-Amino-5-methyl-4H-1,2,4-triazoleHCID 2782659Diethyl 2-(2,4-difluorophenyl)malonate

Product 1

HCID 178432408HCID 178432408, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

4 g (40.95 mmol) 3-Amino-5-methyl-1,2,4-triazole, 10 g diethyl (2,4-difluorophenyl)malonate and 9 g tributylamine are stirred at 180° C. over night. The solution is diluted with 2N NaOH solution and water and the resulting mixture is extracted three times with methyl-tert. butylether. These organic extracts are discarded. The aqueous phase is acidified at 0° C. with concentrated HCl. The precipitate is collected by filtration, washed with water and dried. This product (4.47 g=33.4%) is used without further purification.

Workup

  1. extractionthe resulting mixture is extracted three times with methyl-tert. butylether
  2. customis acidified at 0° C. with concentrated HCl
  3. filtrationThe precipitate is collected by filtration
  4. washwashed with water
  5. customdried
  6. customThis product (4.47 g=33.4%) is used without further purification

Sources & evidence

ORD record
ord-1844930963064262b4903a75146189d5
Source dataset
uspto-grants-2015_02
Patent number
US08957064B2

Reaction notes

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