Thiophene → HCID 12042957, compound

HRID 1446036Notes

Reaction equation

HRID 1446036 reaction equation
[C:1]([NH:6][C:7]1[N:15]=[C:14]2[C:10]([N:11]=[CH:12][N:13]2[C@@H:16]2[O:26][C@H:25]([CH2:27][O:28][C:29](=[O:33])[CH:30]([CH3:32])[CH3:31])[C@@H:18]([O:19][C:20](=[O:24])[CH:21]([CH3:23])[CH3:22])[CH2:17]2)=[C:9](I)[N:8]=1)(=[O:5])[CH:2]([CH3:4])[CH3:3].[S:35]1[CH:39]=[CH:38][CH:37]=[CH:36]1>[Hg]>[C:1]([NH:6][C:7]1[N:15]=[C:14]2[C:10]([N:11]=[CH:12][N:13]2[C@@H:16]2[O:26][C@H:25]([CH2:27][O:28][C:29](=[O:33])[CH:30]([CH3:32])[CH3:31])[C@@H:18]([O:19][C:20](=[O:24])[CH:21]([CH3:23])[CH3:22])[CH2:17]2)=[C:9]([C:36]2[S:35][CH:39]=[CH:38][CH:37]=2)[N:8]=1)(=[O:5])[CH:2]([CH3:4])[CH3:3]

Participants

4

Reactant 2

HCID 8030ThiopheneHCID 12042956HCID 12042956, compound

Product 1

HCID 12042957HCID 12042957, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 23931MercuryCatalyst

Procedure

The compound (18) 294 mg (0.5 mmol) obtained in the above (A) was dissolved in thiophene 80 ml under argon atmosphere and the solution was transferred into the photochemical reaction vessel (Pyrex). Ultraviolet ray was irradiated using 400 W mercury lamp for 24 hours under argon atmosphere. The reaction mixture after irradiation was concentrated, and the residue was purified using short column (developer: isopropanol:dichloromethane=3:197) to obtain the product (19) 212 mg (0.39 mmol) (78.0%).

Workup

  1. customUltraviolet ray was irradiated
  2. customfor 24 hours
  3. customThe reaction mixture after irradiation
  4. concentrationwas concentrated
  5. customthe residue was purified

Sources & evidence

ORD record
ord-23ebef4ad1bb4e3bbfc344796a6b5b65
Source dataset
uspto-grants-2010_02
Patent number
US07667031B2

Reaction notes

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