Ethanol → HCID 21320301, compound

HRID 262224Notes

Reaction equation

HRID 262224 reaction equation
[H-].[Na+].C(O)C.[CH3:6][SH:7].Br[CH2:9][C:10]1[CH:11]=[CH:12][C:13]2[O:17][C:16]([N+:18]([O-:20])=[O:19])=[C:15]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:14]=2[CH:27]=1>O>[CH3:6][S:7][CH2:9][C:10]1[CH:11]=[CH:12][C:13]2[O:17][C:16]([N+:18]([O-:20])=[O:19])=[C:15]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:14]=2[CH:27]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 878MethanethiolHCID 24758Sodium hydrideHCID 13531604HCID 13531604, compound

Product 1

HCID 21320301HCID 21320301, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred mixture of 1.4 g. of sodium hydride in 150 ml. of ethanol is added 6 ml. of methyl mercaptan, then 6.6 g. (0.02 mole) of 5-bromomethyl-2-nitro-3-phenylbenzofuran. After four hours the mixture is poured into cold water, this mixture is extracted with diethyl ether, the extracts are washed with 5 percent sodium hydroxide solution, water and saturated sodium chloride solution, then dried. Evaporation provides yellow 5-methylthiomethyl-2-nitro-3-phenylbenzofuran. The structural assignment is supported by infrared spectral analysis.

Workup

  1. additionTo a stirred mixture of 1.4 g
  2. extractionthis mixture is extracted with diethyl ether
  3. washthe extracts are washed with 5 percent sodium hydroxide solution, water and saturated sodium chloride solution
  4. customdried
  5. customEvaporation

Sources & evidence

ORD record
ord-935ee0a50e4a45fa93a60c2fe8e59114
Source dataset
uspto-grants-1979_05
Patent number
US04153716

Reaction notes

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