Methyl iodide → HCID 54359842, compound

HRID 1759140Notes

Reaction equation

HRID 1759140 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([NH:11][C:12]([NH:14][C:15]1(C)[NH:20][C:19]2OCC[C:18]=2C=[N:16]1)=[S:13])(=[O:10])=[O:9].O([CH3:27])[Na].CO.CI.[O:32]1[CH2:36][CH2:35][CH2:34][CH2:33]1>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([N:11]=[C:12]([S:13][CH3:27])[NH:14][C:15]1[N:20]=[C:19]([CH3:18])[C:34]2[CH2:35][CH2:36][O:32][C:33]=2[N:16]=1)(=[O:10])=[O:9]

Participants

5

Reactant 4

HCID 6328Methyl iodideHCID 8028Tetrahydrofuran2×HCID 20532154HCID 20532154, compoundHCID 178501943HCID 178501943, compound

Product 1

HCID 54359842HCID 54359842, compound

Procedure

To a suspension of 3.85 g 2-chloro-N-[(5,6-dihydro-2-methylfuro[2,3-d]pyrimidine-2-yl)aminothioxomethyl]benzenesulfonamide in 150 ml of anhydrous tetrahydrofuran was added 4.3 ml of 3 M NaOCH3 /CH3OH solution. The reaction reaction mixture was refluxed for 1.25 hour, whereupon 1.85 g of methyl iodide in 10 ml of anhydrous tetrahydrofuran was added. After refluxing and stirring for an additional 12 hours, the reaction mixture was cooled, solvent was removed under vacuum and the residue was recrystallized from acetonitrile to yield 1 g of the product.

Workup

  1. customThe reaction reaction mixture
  2. additionwas added
  3. temperatureAfter refluxing
  4. temperaturethe reaction mixture was cooled
  5. customsolvent was removed under vacuum
  6. customthe residue was recrystallized from acetonitrile

Sources & evidence

ORD record
ord-2d7ac7a0fd8d476cb8d6ddeb58b726d7
Source dataset
uspto-grants-1982_07
Patent number
US04339267

Reaction notes

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