Benzyl mercaptan → HCID 178473433, compound

HRID 1112325Notes

Reaction equation

HRID 1112325 reaction equation
[CH2:1]([O:3][C:4]([NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9](Br)[N+:8]=1[O-:14])=[O:5])[CH3:2].[CH2:15]([SH:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C[O-].[Na+]>CO.O>[CH2:1]([O:3][C:4]([NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([S:22][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N+:8]=1[O-:14])=[O:5])[CH3:2]

Participants

6

Reactant 3

HCID 7509Benzyl mercaptanHCID 10942334Sodium MethoxideHCID 178473426HCID 178473426, compound

Product 1

HCID 178473433HCID 178473433, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A suspension of 1.0 g (0.0038 mole) of 2-ethoxycarbonylamino-6-bromopyridine-1-oxide, as prepared in Step 2 of Example 3, in 25 ml of methanol containing equivalent amounts of benzyl mercaptan and sodium methoxide, is heated under reflux for 2 hours. The reaction mixture is diluted with 150 ml water and the impure product is collected by filtration. Recrystallization from ethyl acetate-cyclohexane gave white needles having a m.p. of 139.8°-140.2° C.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 2 hours
  3. filtrationthe impure product is collected by filtration
  4. customRecrystallization from ethyl acetate-cyclohexane
  5. customgave white needles

Sources & evidence

ORD record
ord-82d9ef83068d40939c084d24fb76b632
Source dataset
uspto-grants-1978_10
Patent number
US04122085

Reaction notes

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