Pyrimidine → 2,4-Dimethoxy-5,6-bis(methylthio)pyrimidine

HRID 1719511Notes

Reaction equation

HRID 1719511 reaction equation
Cl[C:2]1[N:7]=[C:6]([O:8][CH3:9])[N:5]=[C:4]([O:10][CH3:11])[C:3]=1[S:12][CH3:13].N1C=CC=NC=1.[CH3:20][SH:21].[Na]>O1CCCC1>[CH3:9][O:8][C:6]1[N:5]=[C:4]([O:10][CH3:11])[C:3]([S:12][CH3:13])=[C:2]([S:21][CH3:20])[N:7]=1

Participants

5

Reactant 3

HCID 9260PyrimidineHCID 155903704-Chloro-2,6-dimethoxy-5-(methylsulfanyl)pyrimidineHCID 45051789Methylmercaptan sodium

Product 1

HCID 4034252,4-Dimethoxy-5,6-bis(methylthio)pyrimidine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Into a 100-milliliter, 4-necked flask equipped with a reflux condenser, thermometer and stirrer, were charged 5.51 g of 6-chloro-2,4-dimethoxy-5-methylthiopyrimidine and 50 ml of tetrahydrofuran. After causing the pyrimidine derivative to dissolve completely in the solvent, a 15% aqueous solution of sodium methyl mercaptan (commercially available; product of Tokyo Kasei Kogyo K.K.) was added dropwise and the resultant mixture was refluxed for 5 hours.

Workup

  1. customInto a 100-milliliter, 4-necked flask equipped with a reflux condenser
  2. dissolutionto dissolve completely in the solvent
  3. addition) was added dropwise

Sources & evidence

ORD record
ord-86eadd4f0fa04367abd8021d56bc4621
Source dataset
uspto-grants-1985_09
Patent number
US04540698

Reaction notes

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