Acetic Anhydride → N'-(acetyloxy)-4-iodobenzenecarboximidamide

HRID 1045377Notes

Reaction equation

HRID 1045377 reaction equation
[OH:1][N:2]=[C:3]([C:5]1[CH:10]=[CH:9][C:8]([I:11])=[CH:7][CH:6]=1)[NH2:4].C(N(CC)CC)C.[C:19](OC(=O)C)(=[O:21])[CH3:20]>C(Cl)Cl.C(OC(C)C)(C)C>[C:19]([O:1][N:2]=[C:3]([C:5]1[CH:10]=[CH:9][C:8]([I:11])=[CH:7][CH:6]=1)[NH2:4])(=[O:21])[CH3:20]

Participants

6

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 4429393N-Hydroxy-4-iodo-benzamidine

Product 1

HCID 86663308N'-(acetyloxy)-4-iodobenzenecarboximidamide

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 7914Diisopropyl EtherSolvent

Procedure

To a suspension of the product obtained in Step A above (8.43 g, 32.17 mmol) in 200 ml of CH2Cl2 there are added 6.72 ml (48.2 mmol) of triethylamine. 3.34 ml (35.4 mmol) of acetic anhydride are added dropwise and the solution is stirred overnight at ambient temperature. After washing 3 times with water and then with brine, the organic phase is dried over MgSO4 and evaporated. The solid obtained is taken up in isopropyl ether and then filtered to yield the title product.

Workup

  1. washAfter washing 3 times with water
  2. dry with materialwith brine, the organic phase is dried over MgSO4
  3. customevaporated
  4. customThe solid obtained
  5. filtrationfiltered

Sources & evidence

ORD record
ord-8dc8ac9c5a664b2bb408d871c4126b8e
Source dataset
uspto-grants-2013_10
Patent number
US08569285B2

Reaction notes

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