Acetic Anhydride → HCID 53947050, compound

HRID 1656018Notes

Reaction equation

HRID 1656018 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([NH2:19])([CH2:15][CH2:16][CH2:17][CH3:18])[CH2:9][N:10]2[CH:14]=[N:13][CH:12]=[N:11]2)=[CH:4][CH:3]=1.[C:20](OC(=O)C)(=[O:22])[CH3:21]>C(Cl)Cl.C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([NH:19][C:20](=[O:22])[CH3:21])([CH2:15][CH2:16][CH2:17][CH3:18])[CH2:9][N:10]2[CH:14]=[N:13][CH:12]=[N:11]2)=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 7918Acetic AnhydrideHCID 18956267HCID 18956267, compound

Product 1

HCID 53947050HCID 53947050, compoundYield 32%

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6344DichloromethaneSolvent

Procedure

To a stirred, cooled (0° C.) solution of 0.54 g (1.94 mmols) of [2-(4-chlorophenyl)-1-(1,2,4-triazol-1-yl)-2-hexylamine and 0.02 g (0.15 mmols) of N,N-dimethylaminopyridine in 10 mL of methylene chloride under nitrogen was added dropwise 0.50 mL (5.28 mmols) of acetic anhydride. After 5 days the reaction was quenched with the addition of methanol and the solvents were removed to give a white solid. The solid was dissolved in toluene which was removed under reduced pressure to remove any acetic acid. The resultant solid was recrystallized from chloroform to give 0.2 g (32%) of white crystals, melting point 178.5°-179° C.

Workup

  1. customAfter 5 days the reaction was quenched with the addition of methanol
  2. customthe solvents were removed
  3. customto give a white solid
  4. customwas removed under reduced pressure
  5. customto remove any acetic acid
  6. customThe resultant solid was recrystallized from chloroform

Sources & evidence

ORD record
ord-079c29c275b44cbf80b5f47a6e8fdd7a
Source dataset
uspto-grants-1993_10
Patent number
US05252594

Reaction notes

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