Acetic Anhydride → HCID 22724332, compound

HRID 2086796Notes

Reaction equation

HRID 2086796 reaction equation
[N:1]1([C:10]2[CH:11]=[C:12]([NH:16][C:17]3[C:22]([N+:23]([O-:25])=[O:24])=[CH:21][CH:20]=[CH:19][N:18]=3)[CH:13]=[CH:14][CH:15]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[C:26](OC(=O)C)(=[O:28])[CH3:27].[Cl-].[Al+3].[Cl-].[Cl-].[OH-].[Na+]>C(Cl)Cl>[C:26]([C:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[N:1]([C:10]2[CH:11]=[C:12]([NH:16][C:17]3[C:22]([N+:23]([O-:25])=[O:24])=[CH:21][CH:20]=[CH:19][N:18]=3)[CH:13]=[CH:14][CH:15]=2)[CH:2]=1)(=[O:28])[CH3:27]

Participants

6

Reactant 4

HCID 7918Acetic AnhydrideHCID 14798Sodium HydroxideHCID 6451240Aluminum(III) ChlorideHCID 22724069HCID 22724069, compound

Product 1

HCID 22724332HCID 22724332, compoundYield 103.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 2-[3-(indol-1-yl)phenylamino]-3-nitropyridine (1.0 g), acetic anhydride (0.46 g), and aluminum chloride (1.21 g) in dry methylene chloride (10 ml) was stirred at room temperature for 3 hours. The reaction mixture was treated with 1N sodium hydroxide solution and precipitated brown crystals were collected, washed with water and dried to give 2-[3-(3-acetylindol-1-yl)phenylamino]-3-nitropyridine (1.17 g).

Workup

  1. customprecipitated brown crystals
  2. customwere collected
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-386f9c1fc101488fba33d6c1bfcf7f30
Source dataset
uspto-grants-2004_04
Patent number
US06727245B2

Reaction notes

Loading…