Acetic Anhydride → HCID 178526759, compound

HRID 2174937Notes

Reaction equation

HRID 2174937 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([NH:11][CH:12]=[CH:13][N+:14]([O-:16])=[O:15])=[C:6]([CH:10]=1)[C:7](O)=[O:8].C([O-])(=O)C.[K+].C(OC(=O)C)(=O)C>>[Br:1][C:2]1[CH:10]=[C:6]2[C:5](=[CH:4][CH:3]=1)[N:11]=[CH:12][C:13]([N+:14]([O-:16])=[O:15])=[C:7]2[OH:8]

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 517044Potassium AcetateHCID 534050555-Bromo-2-(2-nitrovinylamino)benzoic acid2×

Product 1

HCID 178526759HCID 178526759, compound

Procedure

5-Bromo-2-(2-nitrovinylamino)benzoic acid (Compound A, 87 mmol) and potassium acetate (104 mmol) in acetic anhydride (1185 mmol) were stirred for 3 h at 120° C. The precipitate was filtered, and washed with acetic acid till the filtrate was colorless. It was further washed with water and dried to obtain the title compound. 1H NMR (CDCl3, 500 MHz): δ 9.275 (s, 1H), 8.611-8.615 (d, 1H, J=2 Hz), 8.100-8.118 (d, 1H, J=9 Hz), 8.026-8.048 (dd, 1H, J=8.5 Hz, 2 Hz).

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed with acetic acid till the filtrate
  3. washIt was further washed with water
  4. customdried

Sources & evidence

ORD record
ord-6a47060f17eb4b72bd7cefedc29090b8
Source dataset
uspto-grants-2015_06
Patent number
US09062046B2

Reaction notes

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