Water → N-(7-iodo-1,3-benzodioxol-4-yl)acetamide

HRID 392069Notes

Reaction equation

HRID 392069 reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[I:8][C:9]1[C:14]2[O:15][CH2:16][O:17][C:13]=2[C:12]([NH2:18])=[CH:11][CH:10]=1.O>C(O)(=O)C>[I:8][C:9]1[C:14]2[O:15][CH2:16][O:17][C:13]=2[C:12]([NH:18][C:1](=[O:3])[CH3:2])=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 962WaterHCID 7918Acetic AnhydrideHCID 226627507-Iodo-1,3-benzodioxol-4-amine

Product 1

HCID 22662754N-(7-iodo-1,3-benzodioxol-4-yl)acetamideYield 92.6%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Acetic anhydride (14.25 ml) was added dropwise to a mixture of intermediate 18 (36.6 g) in acetic acid (500 ml), stirred at room temperature. The reaction mixture was stirred for 15 minutes at room temperature. The reaction mixture was poured out into water (500 ml). The precipitate was filtered, washed with water, then dried, yielding 39.29 g (92.6%) of N-(7-iodo-1,3-benzodioxol-4-yl)acetamide (intermediate 19).

Workup

  1. stirringThe reaction mixture was stirred for 15 minutes at room temperature
  2. filtrationThe precipitate was filtered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-948a524a6517437fbf7f64ba66719455
Source dataset
uspto-grants-2004_10
Patent number
US06800628B2

Reaction notes

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