p-Anisoyl chloride → HCID 53929772, compound

HRID 1459676Notes

Reaction equation

HRID 1459676 reaction equation
C(N(CC)CC)C.[C:8](Cl)(=[O:17])[C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=1.[NH2:19][C:20]1[CH:21]=[CH:22][C:23]2[O:27][C:26]([CH2:28][CH2:29][CH2:30][CH3:31])=[C:25]([C:32](=[O:48])[C:33]3[CH:38]=[C:37]([I:39])[C:36]([CH2:40][CH3:41])=[C:35]([I:42])[C:34]=3[O:43][CH2:44][C:45]([OH:47])=[O:46])[C:24]=2[CH:49]=1>C(Cl)Cl>[CH2:28]([C:26]1[O:27][C:23]2[CH:22]=[CH:21][C:20]([NH:19][C:8](=[O:17])[C:9]3[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=3)=[CH:49][C:24]=2[C:25]=1[C:32](=[O:48])[C:33]1[CH:38]=[C:37]([I:39])[C:36]([CH2:40][CH3:41])=[C:35]([I:42])[C:34]=1[O:43][CH2:44][C:45]([OH:47])=[O:46])[CH2:29][CH2:30][CH3:31]

Participants

5

Reactant 3

HCID 7477p-Anisoyl chlorideHCID 8471TriethylamineHCID 54224308HCID 54224308, compound

Product 1

HCID 53929772HCID 53929772, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Triethylamine (28 mg, 0.28 mmol) and anisoyl chloride (47 mg, 0.28 mmol) were added to a solution of 5-amino-2-n-butyl-3-(3,5-diiodo-4-ethyl carboxymethoxybenzoyl)-benzofuran (prepared as in Example 1(g) (150 mg, 0.23 mmol) in methylene chloride (5 ml) . The resulting mixture was stirred at room temperature overnight, then washed with brine, dried using MgSO4 and concentrated to produce 172 mg (95%) of 2-n-butyl-3-(3,5-diiodo-4-ethyl carboxymethoxybenzoyl)-5-(4-methoxybenzamido)benzofuran.

Workup

  1. washwashed with brine
  2. customdried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-6bf3e3572c084361ba932410cf5b02f1
Source dataset
uspto-grants-1998_12
Patent number
US05854282

Reaction notes

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