Ethylamine → HCID 54408101, compound

HRID 439296Notes

Reaction equation

HRID 439296 reaction equation
[C:1]([CH:3]([NH:9][C:10]([C:12]1[S:16][C:15](Br)=[N:14][C:13]=1[C:18]([F:21])([F:20])[F:19])=[O:11])[C:4]1[S:5][CH:6]=[CH:7][CH:8]=1)#[N:2].[CH2:22]([N:24](CC)CC)[CH3:23].C(N)C.O1CCCC1>C(OC(=O)C)C.O>[C:1]([CH:3]([NH:9][C:10]([C:12]1[S:16][C:15]([NH:24][CH2:22][CH3:23])=[N:14][C:13]=1[C:18]([F:21])([F:20])[F:19])=[O:11])[C:4]1[S:5][CH:6]=[CH:7][CH:8]=1)#[N:2]

Participants

7

Reactant 4

HCID 6341EthylamineHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 54256003HCID 54256003, compound

Product 1

HCID 54408101HCID 54408101, compoundYield 73%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

1.0g of 2-bromo-4-trifluoromethyl-thiazole-5-carboxylic acid (cyano-thiophen-2-yl-methyl)-amide, 0.36ml of triethylamine and 0.50ml of ethylamine were added to 10ml of tetrahydrofuran and the reaction mixture was stirred under reflux for 4 hours. Water and ethylacetate were added thereto to separate the layers. The separated organic layer was dried over anhydrous sodium sulfate and evaporated. The residue was recrystallized from the mixed solvent of n-hexane and ethylacetate to obtain 0.67g (Yield 73%) of the title compound.

Workup

  1. temperatureunder reflux for 4 hours
  2. customto separate the layers
  3. dry with materialThe separated organic layer was dried over anhydrous sodium sulfate
  4. customevaporated
  5. customThe residue was recrystallized from the mixed solvent of n-hexane and ethylacetate

Sources & evidence

ORD record
ord-69048b82120d41f9914664a1ce061605
Source dataset
uspto-grants-1996_05
Patent number
US05514643

Reaction notes

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