Triethylamine → HCID 86620011, compound

HRID 2074126Notes

Reaction equation

HRID 2074126 reaction equation
Cl[C:2](=[O:8])[C:3]([O:5][CH2:6][CH3:7])=[O:4].[F:9][C:10]([F:30])([F:29])[C:11]1[CH:28]=[CH:27][CH:26]=[CH:25][C:12]=1[C:13]([N:15]1[CH2:20][CH2:19][N:18]([C:21]([NH:23][NH2:24])=[S:22])[CH2:17][CH2:16]1)=[O:14].C(N(CC)CC)C.C(OCC)(=O)C>CN(C=O)C>[CH2:6]([O:5][C:3](=[O:4])[C:2](=[O:8])[NH:24][NH:23][C:21]([N:18]1[CH2:19][CH2:20][N:15]([C:13](=[O:14])[C:12]2[CH:25]=[CH:26][CH:27]=[CH:28][C:11]=2[C:10]([F:29])([F:9])[F:30])[CH2:16][CH2:17]1)=[S:22])[CH3:7]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 20884Ethoxalyl chlorideHCID 86232178HCID 86232178, compound

Product 1

HCID 86620011HCID 86620011, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Ethyl chlorooxoacetate (0.84 mL, 7.54 mmol) was added dropwise to a stirred solution of 4-(2-trifluoromethylbenzoyl)piperazine-1-carbothioic acid hydrazide (2.18 g, 6.56 mmol) and triethylamine in 8 mL of DMF at 0° C. over 15 minutes. The mixture was stirred for 1 hour, then 100 mL of ethyl acetate was added. The mixture was washed with water and brine, dried over anhydrous Na2SO4, and evaporated below 30° C. to dryness to yield oxo-{N′-[4-(2-trifluoromethylbenzoyl)piperazine-1-carbothioyl]hydrazino}acetic acid ethyl ester in quantitative yield (2.88 g).

Workup

  1. washThe mixture was washed with water and brine
  2. dry with materialdried over anhydrous Na2SO4
  3. customevaporated below 30° C. to dryness

Sources & evidence

ORD record
ord-acbf1d09e7af4db1875fb8dc66395d5e
Source dataset
uspto-grants-2011_04
Patent number
US07919496B2

Reaction notes

Loading…