Dimethylformamide → HCID 59443474, compound

HRID 1035680Notes

Reaction equation

HRID 1035680 reaction equation
Br[C:2]1([C:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=[CH:14][CH:13]=2)[C:7]([O:8][CH3:9])=[CH:6][CH:5]=[CH:4][CH:3]1OC.[C:22]1([S-:28])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.[Na+].CN([CH:33]=[O:34])C>>[CH3:9][O:8][C:7]1[CH:2]=[CH:12][C:13]2[C:5](=[CH:4][CH:3]=[C:15]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([O:34][CH3:33])[CH:17]=3)[CH:14]=2)[C:6]=1[S:28][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 4110039Sodium benzenethiolateHCID 68482320HCID 68482320, compound

Product 1

HCID 59443474HCID 59443474, compound

Procedure

A mixture of 1-bromo-2-methoxy-6-methoxyphenylnaphthalene (850 mg, 2.47 mmol, 1 eq), sodium benzenthiolate (391 mg, 2.96 mmol, 1.2 eq) and anhydrous DMF (10 ml) was refluxed under nitrogen for 11 hours. After cooling to room temperature, the mixture was poured onto ice. The precipitate was filtered off, washed with water and dried. Yield: 385 mg, 42%.

Workup

  1. temperaturewas refluxed under nitrogen for 11 hours
  2. additionthe mixture was poured onto ice
  3. filtrationThe precipitate was filtered off
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-ef052f85246b4da0a1b314e36e823dc0
Source dataset
uspto-grants-2013_10
Patent number
US08546392B2

Reaction notes

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