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

HRID 988118Notes

Reaction equation

HRID 988118 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-8dc61df59cce4766a1534be7e06c6bed
Source dataset
uspto-grants-2003_10
Patent number
US06635643B2

Reaction notes

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