Acetic Anhydride → HCID 20313028, compound

HRID 2420102Notes

Reaction equation

HRID 2420102 reaction equation
[NH2:1][C:2]1[CH:18]=[CH:17][C:5]([CH2:6][C:7]2[CH:8]=[CH:9][C:10]([C:13]([O:15][CH3:16])=[O:14])=[N:11][CH:12]=2)=[CH:4][CH:3]=1.[C:19](OC(=O)C)(=[O:21])[CH3:20]>>[NH:1]([C:2]1[CH:18]=[CH:17][C:5]([CH2:6][C:7]2[CH:8]=[CH:9][C:10]([C:13]([O:15][CH3:16])=[O:14])=[N:11][CH:12]=2)=[CH:4][CH:3]=1)[C:19]([CH3:20])=[O:21]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 20313026HCID 20313026, compound

Product 1

HCID 20313028HCID 20313028, compound

Procedure

One gram of methyl 5-(4-aminobenzyl)picolinate were heated together with 10 ml. of acetic anhydride under reflux for two hours. The reaction mixture was concentrated under reduced pressure. The residue was added with n-hexane to form crystals. The crystals were then recrystallized from a solvent comprising a mixture of chloroform/n-hexane to obtain 0.8 g of methyl 5-(4-acetaminobenzyl)-picolinate of a melting point of 175°-177° C.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionThe residue was added with n-hexane
  3. customto form crystals
  4. customThe crystals were then recrystallized from a solvent comprising
  5. additiona mixture of chloroform/n-hexane

Sources & evidence

ORD record
ord-2567aa56092247179823708d66085ac3
Source dataset
uspto-grants-1978_08
Patent number
US04109000

Reaction notes

Loading…