Acetic Acid → HCID 22761653, compound

HRID 1703473Notes

Reaction equation

HRID 1703473 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:14](=[O:15])[C:13]3=[CH:16][C:17]([Cl:20])=[CH:18][CH:19]=[C:12]3[C:11]2=[O:21])=[C:6]([CH2:22]I)[CH:5]=1)([O-:3])=[O:2].[C:24]([OH:27])(=[O:26])[CH3:25]>C([O-])(=O)C.[Ag+]>[C:24]([O:27][CH2:22][C:6]1[CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[CH:9]=[CH:8][C:7]=1[N:10]1[C:14](=[O:15])[C:13]2=[CH:16][C:17]([Cl:20])=[CH:18][CH:19]=[C:12]2[C:11]1=[O:21])(=[O:26])[CH3:25]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 22761648HCID 22761648, compound

Product 1

HCID 22761653HCID 22761653, compound

Reagents, catalysts & solvents 1

HCID 11246Silver acetateCatalyst

Procedure

The starting material is prepared as follows: The solution of 1.77 g of N-(4-nitro-2-iodomethylphenyl)-4-chlorophthalimide and 1.0 g of silver acetate in 32 ml of acetic acid is refluxed for one hour with protection from light. It is filtered, the filtrate evaporated and the residue recrystallized from ethyl acetate-diethyl ether, to yield the N-(2-acetoxymethyl-4-nitrophenyl)-4-chlorophthalimide melting at 124°-125°.

Workup

  1. customThe starting material is prepared
  2. filtrationIt is filtered
  3. customthe filtrate evaporated
  4. customthe residue recrystallized from ethyl acetate-diethyl ether

Sources & evidence

ORD record
ord-c78562617bad465f93647ca91cd27a75
Source dataset
uspto-grants-1978_11
Patent number
US04124593

Reaction notes

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