Acetic Anhydride → 8-Acetamido-1,4-benzodioxan-5-carboxylic acid

HRID 2286965Notes

Reaction equation

HRID 2286965 reaction equation
[NH2:1][C:2]1[C:7]2[O:8][CH2:9][CH2:10][O:11][C:6]=2[C:5]([C:12]([OH:14])=[O:13])=[CH:4][CH:3]=1.[C:15](OC(=O)C)(=[O:17])[CH3:16]>C(O)(=O)C>[NH:1]([C:2]1[C:7]2[O:8][CH2:9][CH2:10][O:11][C:6]=2[C:5]([C:12]([OH:14])=[O:13])=[CH:4][CH:3]=1)[C:15]([CH3:16])=[O:17]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 211934708-Amino-2,3-dihydrobenzo[b][1,4]dioxine-5-carboxylic acid

Product 1

HCID 149562078-Acetamido-1,4-benzodioxan-5-carboxylic acidYield 84%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

43 g of 8-amino-1,4-benzodioxane-5-carboxylic acid and 72 ml of acetic acid were introduced into a balloon flask and then 24.5 ml of acetic anhydride were added in portions. The mixture was heated to 60°-70° C. and then cooled. The precipitate was dried off, washed with acetic acid and water and dried. 44 g of 8-acetamino-1,4-benzodioxane-5-carboxylic acid were obtained (M.P.: 233° C.; yield: 84%).

Workup

  1. temperatureThe mixture was heated to 60°-70° C.
  2. temperaturecooled
  3. customThe precipitate was dried off
  4. washwashed with acetic acid and water
  5. customdried

Sources & evidence

ORD record
ord-e5f61d353e64421c9508353c25a67dcb
Source dataset
uspto-grants-1981_05
Patent number
US04268512

Reaction notes

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