Acetyl chloride → HCID 19780329, compound

HRID 2081651Notes

Reaction equation

HRID 2081651 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[NH2:5][C:6]1[N:10]=[C:9]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[NH:8][N:7]=1>C1COCC1>[C:1]([N:7]1[C:6]([NH2:5])=[N:10][C:9]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[N:8]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 2923235-undecyl-1h-1,2,4-triazol-3-amine

Product 1

HCID 19780329HCID 19780329, compoundYield 89.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
25 °C

Procedure

Acetyl chloride (1.04 mL, 14.7 mmol) was added in one portion to a slurry of 3-amino-5-undecyl-1H-1,2,4-triazole (3.50 g, 14.7 mmol) in THF (100 mL). The resulting slurry was stirred (1 hour, 25° C.), then concentrated in vacuo. The residue was suspended in ethyl acetate (300 mL), washed with ice cold water (2×100 mL), washed with ice cold brine (1×100 mL), then dried (MgSO4) and concentrated to yield 3.66 g (89.3%) of 2-acetyl-3-amino-5-undecyl-2H-1,2,4-triazole as a waxy solid.

Workup

  1. concentrationconcentrated in vacuo
  2. washwashed with ice cold water (2×100 mL)
  3. washwashed with ice cold brine (1×100 mL)
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-3a48ff5503da4f8cad68bbd88cbf3a09
Source dataset
uspto-grants-1993_02
Patent number
US05185358

Reaction notes

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