Ethanol → HCID 20389818, compound

HRID 866639Notes

Reaction equation

HRID 866639 reaction equation
C(=O)([O-])[O-].[K+].[K+].[CH3:7][SH:8].C(O)C.Br[C:13]1[C:18]([N+:19]([O-:21])=[O:20])=[CH:17][CH:16]=[C:15]([O:22][CH3:23])[C:14]=1[O:24][CH3:25]>O>[CH3:7][S:8][C:13]1[C:18]([N+:19]([O-:21])=[O:20])=[CH:17][CH:16]=[C:15]([O:22][CH3:23])[C:14]=1[O:24][CH3:25]

Participants

6

Reactant 4

HCID 702EthanolHCID 878MethanethiolHCID 11430Potassium CarbonateHCID 20389817HCID 20389817, compound

Product 1

HCID 20389818HCID 20389818, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A reaction mixture containing 21 g. of potassium carbonate, 25 g. of methanethiol and 30 ml. of ethanol was cooled in an ice-water bath. 33.5 g. of 3-bromo-4-nitro-veratrole were added thereto. The reaction mixture was stirred for 1 hour under cooling and was then allowed to warm up to ambient temperature, at which temperature it was stirred for an additional 24 hours. 3 l. of water were then added and the resulting precipitate of 3-methylthio-4-nitroveratrole formed in the above reaction was separated by filtration. The filter cake was recrystallized from a benzene-ethanol solvent mixture to yield yellow crystals melting at 137°-140° C. (weight = 22.8 g)

Workup

  1. additionA reaction mixture containing 21 g
  2. temperatureunder cooling
  3. stirringwas stirred for an additional 24 hours

Sources & evidence

ORD record
ord-164358f663704e27aec5baec9105e94d
Source dataset
uspto-grants-1978_07
Patent number
US04100280

Reaction notes

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