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

HRID 1596393Notes

Reaction equation

HRID 1596393 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 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 minutes at room temperature
  2. filtrationThe precipitate was filtered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-590e3fc91f5b47aebeb102729815ce21
Source dataset
uspto-grants-2001_09
Patent number
US06291481B1

Reaction notes

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