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

HRID 559132Notes

Reaction equation

HRID 559132 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 (2-a) (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 2-b).

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-9d09e422bd1b485aa50fbc8596ed8cc4
Source dataset
uspto-grants-2011_11
Patent number
US08063070B2

Reaction notes

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