Acetic Anhydride → HCID 178526759, compound

HRID 2090174Notes

Reaction equation

HRID 2090174 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 acid

Product 1

HCID 178526759HCID 178526759, compound

Procedure

29 g (101 mmol) of 5-bromo-2-(2-nitro-vinylamino)-benzoic acid (Example 1a) and 11.9 g (121 mmol) of potassium acetate in 129 ml (152 mmol) of acetic anhydride are stirred for 1.5 h at 120° C. The precipitate is filtered off and washed with acetic acid until the filtrate is colorless, then is washed with H2O and dried in vacuo to give the title compound. ES-MS: 269, 271 (M+H)+, Br pattern; analytical HPLC: tret=2.70 min (Grad 1).

Workup

  1. filtrationThe precipitate is filtered off
  2. washwashed with acetic acid until the filtrate
  3. washis washed with H2O
  4. customdried in vacuo

Sources & evidence

ORD record
ord-5062356b511547bab9bda81a75fd44ed
Source dataset
uspto-grants-2013_05
Patent number
US08436177B2

Reaction notes

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